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菜豆苷 | 554-35-8

中文名称
菜豆苷
中文别名
亚麻苷;亞麻苷
英文名称
linamarin
英文别名
2-((β-D-glucopyranosyl)oxy)-2-methylpropane nitrile;1-Cyano-1-methylethyl-β-D-glucopyranoside;2-(β-D-glucopyranosyloxy)-2-methyl-propanenitrile;2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanenitrile
菜豆苷化学式
CAS
554-35-8
化学式
C10H17NO6
mdl
MFCD00036209
分子量
247.248
InChiKey
QLTCHMYAEJEXBT-ZEBDFXRSSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    142-143°C
  • 比旋光度:
    D18 -29°
  • 沸点:
    390.28°C (rough estimate)
  • 密度:
    1.2868 (rough estimate)
  • 溶解度:
    溶于DMSO、甲醇和乙醇
  • 物理描述:
    Solid
  • 颜色/状态:
    NEEDLES
  • 味道:
    BITTER
  • 旋光度:
    SPECIFIC OPTICAL ROTATION: -29 DEG @ 18 °C/D
  • 碰撞截面:
    157.3 Ų [M+Na]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

计算性质

  • 辛醇/水分配系数(LogP):
    -1.8
  • 重原子数:
    17
  • 可旋转键数:
    3
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.9
  • 拓扑面积:
    123
  • 氢给体数:
    4
  • 氢受体数:
    7

ADMET

代谢
亚麻幼苗通过UDP-葡萄糖依赖的酮腈水合酶将放射性缬酸或丙酮腈水合酶生物合成马林,亚麻种子预培养亮酸,抑制马林生物合成,亮酸是洛托甾醇的前体。
THE BIOSYNTHESIS OF LINAMARIN FROM RADIOACTIVE VALINE OR ACETONE CYANOHYDRIN BY UDP-GLUCOSE-DEPENDENT KETONE CYANOHYDRIN GLUCOSYLTRANSFERASE IN FLAX SEEDLINGS WAS INHIBITED BY PREINCUBATION OF FLAX SEEDLINGS WITH ISOLEUCINE, THE PRECURSOR OF LOTAUSTRALIN.
来源:Hazardous Substances Data Bank (HSDB)
代谢
接触到人体肠道中的酶和肠道菌群后,亚麻可以分解为有毒的化学物质氢氰酸。这是通过细胞壁中发现的亚麻酶来实现的。咀嚼植物使酶接触到亚麻,将其转化为丙酮氰醇,然后自发分解为氢氰酸。摄入和吸收的亚麻会迅速通过尿液排出,而糖苷本身似乎不具有急性毒性。(L630)有机腈通过肝脏中的细胞色素P450酶的作用转化为氰离子化物迅速被吸收并在全身分布。化物主要通过罗丹酶或3-巯基丙酮酸转移酶代谢为硫氰酸盐。化物代谢物通过尿液排出。(L96)
Upon exposure to enzymes and gut flora in the human intestine, linamarin can decompose to the toxic chemical hydrogen cyanide. This occurs via the enzyme linamarase, which is found in the cell wall of the plant. Chewing of the plant allows the enzyme to contact the linamarin, converting it into acetone cyanohydrin, which then spontaneously decomposes to hydrogen cyanide. Ingested and absorbed linamarin is rapidly excreted in the urine and the glucoside itself does not appear to be acutely toxic. (L630) Organic nitriles are converted into cyanide ions through the action of cytochrome P450 enzymes in the liver. Cyanide is rapidly absorbed and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 毒性总结
有机腈在体内和体外均可分解成化物离子。因此,有机腈的主要毒性机制是它们产生有毒的化物离子或氢氰酸化物是电子传递链第四个复合体(存在于真核细胞线粒体膜中)中的细胞色素c氧化酶的抑制剂。它与这种酶中的三价原子形成配合物。化物与这种细胞色素的结合阻止了电子从细胞色素c氧化酶传递到氧气。结果,电子传递链被中断,细胞无法再通过有氧呼吸产生ATP能量。主要依赖有氧呼吸的组织,如中枢神经系统和心脏,受到特别影响。化物也通过与过氧化氢酶谷胱甘肽过氧化物酶、变性血红蛋白、羟胺素、磷酸酶、酪氨酸酶抗坏血酸氧化酶黄嘌呤氧化酶、琥珀酸脱氢酶以及Cu/Zn超氧化物歧化酶结合,产生一些毒性效应。化物与变性血红蛋白中的三价离子结合,形成无活性的化变性血红蛋白。
Organic nitriles decompose into cyanide ions both in vivo and in vitro. Consequently the primary mechanism of toxicity for organic nitriles is their production of toxic cyanide ions or hydrogen cyanide. Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 致癌物分类
对人类无致癌性(未列入国际癌症研究机构IARC清单)。
No indication of carcinogenicity to humans (not listed by IARC).
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 健康影响
食用由高亚麻苦苷含量、加工不足的木薯根制成的食物与饮食中毒有关,尤其是在非洲人群中被称为肯佐的上运动神经元疾病。饮食中暴露于亚麻苦苷也被报道为发展葡萄糖不耐症和糖尿病的风险因素。
Ingestion of food prepared from insufficiently processed cassava roots with high linamarin levels has been associated with dietary toxicity, particularly with the upper motor neuron disease known as konzo to the African populations. Dietary exposure to linamarin has also been reported as a risk factor in developing glucose intolerance and diabetes. (L630)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 暴露途径
口腔
Oral
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 症状
化物中毒的表现包括快速、深大的呼吸和呼吸急促,全身无力,眩晕,头痛,头晕,混乱,抽搐/癫痫发作,最终失去意识。
Cyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)
来源:Toxin and Toxin Target Database (T3DB)
吸收、分配和排泄
威斯塔大鼠体重约100克,通过胃管给予30毫克纯木薯苷(木薯中的一种主要生糖苷)。在大鼠的粪便或血液中未检测到完整的木薯苷,但在尿液中排出了5.65毫克的木薯苷,同时还有0.823毫克的氰离子
WISTAR RATS, ABOUT 100 G IN WEIGHT, WERE DOSED BY STOMACH TUBE WITH 30 MG OF PURE LINAMARIN (A MAJOR CYANOGENIC GLUCOSIDE IN CASSAVA). NO INTACT LINAMARIN WAS IDENTIFIED IN THE FECES OR BLOOD BUT 5.65 MG WAS EXCRETED IN THE URINE ALONG WITH 0.823 MG OF THIOCYANATE ION.
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
40名孕妇的羊和血液样本被分析以测定其中的硫氰酸盐含量。羊中的浓度范围在0.66-3.88毫摩尔/升,而血液样本的浓度范围在0.70-2.80毫摩尔/升。浓度最高的出现在那些食用大量加里(木薯布丁)的下层阶级,加里是一种含有糖苷亚麻苦甙的主食。解毒产物硫氰酸盐似乎能透过胎盘屏障。文中讨论了这一现象在甲状腺肿和克汀病病因学中的意义。
THE AMNIOTIC FLUIDS AND BLOOD SAMPLES OF 40 PREGNANT WOMEN WERE ANALYZED FOR THIOCYANATE. THE CONCENTRATION IN THE AMNIOTIC FLUIDS VARIED FROM 0.66-3.88 MMOL/L WHILE THOSE OF THE BLOOD SAMPLES VARIED FROM 0.70-2.80 MMOL/L. THE HIGHEST CONCENTRATIONS OCCURRED IN THE LOWER CLASS WHO EAT A LOT OF GARI (CASSAVA PUDDING), WHICH IS THE STAPLE DIET THAT CONTAINS THE CYANOGENIC GLYCOSIDE LINAMARIN. THE DETOXIFICATION PRODUCT, THIOCYANATE, SEEMS TO PENETRATE THE PLACENTAL BARRIER. THE IMPLICATION OF THIS IN THE ETIOLOGY OF GOITER AND CRETINISM WAS DISCUSSED.
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • 危险品标志:
    Xn
  • 危险类别码:
    R20/22,R36/37/38

SDS

SDS:728ff3c9ea9b03fbfc7a2dec59496627
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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
: α-Hydroxyisobutyronitrile β-D-glucopyranoside
Product name
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 554-35-8
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances



SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Inhalation (Category 4), H332
Acute toxicity, Oral (Category 4), H302
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xn Harmful R20/22, R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H332 Harmful if inhaled.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
Other hazards - none

SECTION 3: Composition/information on ingredients
Substances
Chemical characterization : Natural product
: α-Hydroxyisobutyronitrile β-D-glucose
Synonyms
2-(β-D-Glucopyranosyloxy)-2-methylpropionitrile
Linamarin
Formula : C10H17NO6
Molecular Weight : 247,25 g/mol
CAS-No. : 554-35-8
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
Linamarin
CAS-No. 554-35-8 Acute Tox. 4; Skin Irrit. 2; Eye <= 100 %
Irrit. 2; STOT SE 3; H302,
H315, H319, H332, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
Linamarin
CAS-No. 554-35-8 Xn, R20/22 - R36/37/38 <= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Full contact
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Material tested:Dermatril® (KCL 740 / Z677272, Size M)
Splash contact
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Material tested:Dermatril® (KCL 740 / Z677272, Size M)
data source: KCL GmbH, D-36124 Eichenzell, phone +49 (0)6659 87300, test method: EN374
If used in solution, or mixed with other substances, and under conditions which differ from EN 374,
contact the supplier of the CE approved gloves. This recommendation is advisory only and must
be evaluated by an industrial hygienist and safety officer familiar with the specific situation of
anticipated use by our customers. It should not be construed as offering an approval for any
specific use scenario.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
Developmental Toxicity - Hamster - Oral
Specific Developmental Abnormalities: Musculoskeletal system.
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: TZ4850000
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available



SECTION 15 - REGULATORY INFORMATION
N/A


SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    菜豆苷双氧水 作用下, 反应 24.0h, 生成 linamarinamide
    参考文献:
    名称:
    氰基糖苷衍生的α-糖基氧基酰胺的合成与表征
    摘要:
    引言–某些遭受氧化的植物暴露于氧化胁迫后,其叶片中含有伯α-糖基氧基酰胺,其结构与原始的氰化糖苷相对应。
    DOI:
    10.1002/pca.1237
  • 作为产物:
    描述:
    异丁腈 在 culture nutrient solution 、 Turnera angustifolia Miller shoots 作用下, 以 为溶剂, 反应 72.0h, 以6.8%的产率得到菜豆苷
    参考文献:
    名称:
    西番莲和狭叶金雀花完整组织中非天然腈类生物合成氰醇糖苷
    摘要:
    西番莲在自然条件下含有氰醇葡萄糖苷亚麻苦苷、lotaustralin和epilotaustralin,将环戊烷甲腈、2-环戊烯甲腈和3-甲基丁腈转化为相应的氰醇葡萄糖苷。Turnera angustifolia 通常产生环戊烯酮氰醇的糖苷,将环戊烷甲腈、2-甲基丙腈和 2-甲基丁腈(而不是 3-甲基丁腈)转化为相应的氰醇糖苷。当这些糖苷含有手性氰醇碳原子时,就会产生差向异构体的混合物。用环戊烷甲腈喂食导致形成 1-(β-D-吡喃葡萄糖基氧基) 环戊烷甲腈,这是 deidaclin 和四叶素 A 的饱和类似物。两种植物都不使用环丙烷甲腈作为底物。实验证明存在于这些植物中的腈羟化酶具有广泛的底物特异性。从 P. morifolia 中分离出一种新型糖苷 2-[6-O-(β-D-吡喃木糖基)-β-D-吡喃葡萄糖基氧基] 丙烷 (isopropyl primeveroside)。该化合物代表了天然
    DOI:
    10.1016/0031-9422(96)00065-9
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文献信息

  • BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
    申请人:SENOMYX, INC.
    公开号:US20160376263A1
    公开(公告)日:2016-12-29
    The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.
    本发明涵盖已知用于改变苦味感知的化合物和组合物,以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种:冷却剂;无活性药物成分;活性药用成分;食品添加剂或食品;调味剂或调味增强剂;食品或饮料产品;苦味化合物;甜味剂;苦味剂;酸味调味剂;咸味调味剂;鲜味调味剂;植物或动物产品;已知用于宠物护理产品中的化合物;已知用于个人护理产品中的化合物;已知用于家用产品中的化合物;制药制剂;局部制剂;大麻衍生或与大麻相关的产品;已知用于口腔护理产品中的化合物;饮料;香味、香或除臭剂;已知用于消费品中的化合物;化合物;磨料;表面活性剂;发热剂;吸烟物品;脂肪、油脂或乳化剂;和/或益生菌或补充剂。
  • COMPOUNDS USEFUL AS MODULATORS OF TRPM8
    申请人:Senomyx, Inc.
    公开号:US20170096418A1
    公开(公告)日:2017-04-06
    The present disclosure relates to compounds which are useful as cooling sensation compounds.
    本公开涉及作为冷感化合物有用的化合物。
  • Kinetic properties of β-glucosidase from cassava
    作者:Hock-Hin Yeoh
    DOI:10.1016/0031-9422(89)80101-3
    日期:1989.1
    Abstract β-Glucosidases from the leaf, peel and tuber cortex of cassava cv. Merah Jambu exhibited linamarase activity and had in common many kinetic properties. They were also capable of hydrolysing p -nitrophenyl-β- d -monoglycosides and cyanogenic β-monoglucosides but lacked activity towards the p -nitrophenyl-β- d -diglycosides, a cyanogenic diglucoside, and other β- or α-linked disaccharides. The
    摘要 来自木薯品种叶、皮和块茎皮层的 β-葡萄糖苷酶。Merah Jambu 表现出亚麻苦苷酶活性并具有许多共同的动力学特性。它们还能够解对硝基苯基-β-d-单糖苷和基β-单糖苷,但对对硝基苯基-β-d-二糖苷、基二糖苷和其他β-或α-连接的二糖缺乏活性。p-硝基苯基-β-d-单糖苷的K m 值通常低于亚麻苦苷、李子苷和水杨苷的K m 值。Ag 2+ 抑制β-葡萄糖苷酶和亚麻苦苷酶的活性。Glucono-1,5-内酯竞争性地抑制酶,无论使用何种底物,而咪唑与亚麻苦苷竞争性抑制,但与对硝基苯基-β-d-葡萄糖苷非竞争性(混合)抑制。该酶不受葡萄糖的影响。
  • Facile Synthesis of Cyanogen Glycosides (R)-Prunasin, Linamarin and (S)-Heterodendrin.
    作者:Noriyuki NAKAJIMA、Makoto UBUKATA
    DOI:10.1271/bbb.62.453
    日期:——
    A facile synthetic route is described to cyanogenic glycosides (R)-prunasin, linamarin and (S)-heterodendrin from O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)trichloroace- timidate and the corresponding α-hydroxyamides by a 3-step reaction of glycosylation, cyanohydrin formation by dehydration of carboxamides, and deprotection.
    通过糖基化、羧酰胺脱形成醇以及脱保护的三步反应,描述了从 O-(2,3,4,6-O-四乙酰基-α-D-吡喃葡萄糖基)三氯噻嗪酸和相应的 α-羟基酰胺合成苷(R)-普鲁纳辛、亚麻酰胺和(S)-heterodendrin 的简便合成路线。
  • Enzymatic analysis of cyanogenic glycosides. II. A simple method by using a microdiffusional apparatus.
    作者:TOMOKO NASHIDA(nee ITOH)、TAKAYUKI SHIRAISHI、YUTAKA UDA
    DOI:10.1248/cpb.36.249
    日期:——
    A simple method for the determination of cyanogenic glycosides by using a Conway's microdiffusional apparatus was investigated. The hydrolysis of cyanogenic glycosides by enzymes and the isolation of cyanide liberated were simultaneously performed in the same apparatus. The liberated hydrogen cyanide was determined by Epstein's method using pyridine-pyrazolon reagent. By this method, the recoveries of linamarin and amygdalin were over 90% and the coefficients of variation were 0.2 to 3.6% for both glycosides in the range of 0.5-400 μg of cyanide. This method was applied to the determination of cyanogenic glycosides in pastes of butter beans and apricot kernels and the results were compared with those obtained by the steam distillation method.
    研究了一种使用康威微扩散仪测定苷的简单方法。在同一仪器中同时进行酶苷和分离化物的过程。利用吡啶-吡唑啉试剂,采用爱泼斯坦法测定释放出的化氢。在 0.5-400 μg 化物范围内,亚麻苷和杏仁苷的回收率超过 90%,变异系数在 0.2-3.6% 之间。该方法被应用于测定黄油豆和杏核糊中的苷,并将结果与蒸汽蒸馏法得出的结果进行了比较。
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