L-塔格糖 | 17598-82-2

• 物质功能分类: 生物化工 - 糖类化合物 - 单糖
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: L-塔格糖
• 英文名称: L-tagatose
• 英文别名: (3R,4R,5S)-1,3,4,5,6-pentahydroxyhexan-2-one
• CAS: 17598-82-2
• 化学式: C₆H₁₂O₆
• 分子量: 180.158
• InChiKey: BJHIKXHVCXFQLS-LFRDXLMFSA-N

物化性质

• 熔点：
  131 °C
• 比旋光度：
  D16 +1° (c = 2 in water)
• 沸点：
  551.7±50.0 °C(Predicted)
• 密度：
  1.589±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  118
• 氢给体数：
  5
• 氢受体数：
  6

安全信息

• 海关编码：
  2914400090
• 储存条件：
  室温

SDS

L-Tagatose
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: L-Tagatose

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: L-Tagatose
Percent: >98.0%(LC)
CAS Number: 17598-82-2
Chemical Formula: C6H12O6

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
L-Tagatose

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Section 5. FIRE-FIGHTING MEASURES
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Keep container tightly closed. Store in a cool and dark place.
Storage conditions:
Store under inert gas.
Protect from moisture.
Store away from incompatible materials such as oxidizing agents.
Hygroscopic
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Solid
Physical state (20°C):
Form: Crystal- Powder
Colour: White - Slightly pale yellow
Odour: No data available
pH: No data available
Melting point/freezing point:131°C
Boiling point/range: No data available
No data available
Flash point:
Flammability or explosive
limits:
Lower: No data available
No data available
Upper:
Relative density: No data available
Solubility(ies):
[Water] Soluble
No data available
[Other solvents]

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
L-Tagatose

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Section 10. STABILITY AND REACTIVITY
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
No data available
Crustacea:
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
No data available
Henry's Law
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
L-Tagatose

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

L-果糖是一种生物化学试剂，可以作为生物材料或有机化合物用于生命科学的相关研究。

反应信息

• 作为反应物：
  描述：

  L-塔格糖 生成 L-山梨糖
  参考文献：
  名称：

  源自球形节杆菌M30（GRAS微生物）的d-阿洛糖3-表异构酶的纯化和表征。

  摘要：

  在球形双节杆菌菌株M30中发现了一种催化d-果糖和d-阿洛糖之间的C-3差向异构酶的酶。关节杆菌已经在食品工业中长期使用，并且以其高度的安全性而闻名。该酶通过离子交换和疏水相互作用色谱法纯化，并表征为d-阿洛糖3-表异构酶（d - AE）。纯化的酶的分子量估计为128 kDa，具有四个相同的亚基。在存在Mg 2+的情况下，该酶表现出最大的活性和热稳定性。。酶促活性的最佳pH和温度分别为7.0–8.0和70°C。将该酶固定在离子交换树脂上，在低于10°C的温度下，它比游离酶稳定的时间更长。在柱反应中，酶活性也保持稳定超过4个月。在这些条件下，每升固定化酶产生215千克d-阿洛糖，这是迄今为止报道的d-阿洛糖的最高产量。这些高度稳定的特性表明，此酶代表用于工业生产的理想候选d -allulose。

  DOI：

  10.1016/j.jbiosc.2016.09.004
• 作为产物：
  描述：

  L-(-)-半乳糖 在 D-arabinose isomerase from Thermanaeromonas toyohensis 作用下， 以 aq. buffer 为溶剂， 反应 0.17h， 生成 L-塔格糖
  参考文献：
  名称：

  来自丰隆产热单胞菌的新型 D-阿拉伯糖异构酶的表征及其在 D-核酮糖和 L-岩藻糖生产中的应用

  摘要：

  d-核酮糖和 l-岩藻糖是具有潜在价值的稀有糖，可用于农业和医药行业的抗癌和抗病毒药物。这些稀有糖通常通过化学方法生产，通常价格昂贵、复杂且不能满足日益增长的需求。此外，由于生物催化剂的短缺，用于生产 d-核酮糖和 l-岩藻糖的细菌来源的 D-阿拉伯糖和 l-岩藻糖通过 D-阿拉伯糖异构化和 l-岩藻糖的 d-阿拉伯糖和 l-岩藻糖异构化尚未实现工业化，导致产量低，生产成本高。在这项研究中，对来自丰水产热单胞菌的热稳定 d-核酮糖和 l-岩藻糖生产 d-阿拉伯糖异构酶进行了表征。来自 T 的重组 d-阿拉伯糖异构酶。toyohensis (Thto-DaIase) 使用His-trap 亲和层析纯化为 66 kDa 的单条带。天然酶以分子量为 310 kDa 的同源四聚体形式存在，观察到 d-阿拉伯糖和 l-岩藻糖的比活性分别为 98.08 和 85.52 U mg-1。热稳定的重组 Thto-DaIase

  DOI：

  10.1016/j.enzmictec.2019.109427

文献信息

• Facile Enzymatic Synthesis of Ketoses
  作者：Liuqing Wen、Kenneth Huang、Mohui Wei、Jeffrey Meisner、Yunpeng Liu、Kristina Garner、Lanlan Zang、Xuan Wang、Xu Li、Junqiang Fang、Houcheng Zhang、Peng George Wang

  DOI：10.1002/anie.201505714

  日期：2015.10.19

  Studies of rare ketoses have been hampered by a lack of efficient preparation methods. A convenient, efficient, and cost‐effective platform for the facile synthesis of ketoses is described. This method enables the preparation of difficult‐to‐access ketopentoses and ketohexoses from common and inexpensive starting materials with high yield and purity and without the need for a tedious isomer separation

  缺乏有效的制备方法阻碍了稀有酮糖的研究。本文描述了一种方便，高效且经济高效的酮糖合成平台。该方法可从常见且廉价的起始原料中制备难以获得的酮戊糖和酮己糖，且产率高，纯度高，且无需繁琐的异构体分离步骤。
• Synthesis of rare sugars with l-fuculose-1-phosphate aldolase (FucA) from Thermus thermophilus HB8
  作者：Zijie Li、Li Cai、Qingsheng Qi、Thomas J. Styslinger、Guohui Zhao、Peng George Wang

  DOI：10.1016/j.bmcl.2011.03.072

  日期：2011.9

  We report herein a one-pot four-enzyme approach for the synthesis of the rare sugars d-psicose, d-sorbose, l-tagatose, and l-fructose with aldolase FucA from a thermophilic source (Thermus thermophilus HB8). Importantly, the cheap starting material DL-GP (DL-glycerol 3-phosphate), was used to significantly reduce the synthetic cost.

  我们在此报告了一种一锅四酶方法，用于从嗜热来源（嗜热栖热菌HB8）用醛缩酶 FucA合成稀有糖类d-阿洛酮糖、d-山梨糖、l-塔格糖和l-果糖。重要的是，廉价的原材料 DL-GP（DL-甘油 3-磷酸）被用于显着降低合成成本。
• Ketose 3-epimerase, its preparation and uses
  申请人：Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo

  公开号：US08008058B2

  公开（公告）日：2011-08-30

  An object of the present invention is to provide a novel ketose 3-epimerase, a process for producing the same, a DNA encoding the enzyme, a recombinant DNA and transformant comprising the DNA, and a process for producing a ketose by using the enzyme. The present invention solves the above objects by providing a ketose 3-epimerase which is obtainable from a microorganism of the genus Rhizobium, a process for producing the same, a DNA encoding the enzyme, a recombinant DNA and transformant comprising the DNA, and a process for converting D- or L-ketohexose into corresponding D- or L-ketohexose by epimerizing the hydroxyl group at the C-3 position of the D- or L-ketohexose; and D- or L-ketopentose into corresponding D- or L-ketopentose by epimerizing the hydroxyl group at the C-3 position of the D- or L-ketopentose; by using the enzyme.

  本发明的目的是提供一种新型的酮糖3-表异构酶，一种生产该酶的方法，一种编码该酶的DNA，包含该DNA的重组DNA和转化体，以及使用该酶生产酮糖的方法。本发明通过提供从根瘤菌属微生物中获得的酮糖3-表异构酶，一种生产该酶的方法，一种编码该酶的DNA，包含该DNA的重组DNA和转化体，以及通过使用该酶将D-或L-酮己糖的C-3位的羟基表异构化为相应的D-或L-酮己糖；以及将D-或L-酮戊糖的C-3位的羟基表异构化为相应的D-或L-酮戊糖的方法，来实现上述目的。
• Process for manufacturing tagatose
  申请人：Biospherics Incorporated

  公开号：US05078796A1

  公开（公告）日：1992-01-07

  A process is disclosed for the synthesis of D-tagatose by isomerizing a mixture containing D-galactose with a metal hydroxide in the presence of a catalyst at a relatively low temperature to form an intermediate metal hydroxide-D-tagatose complex, and then neutralizing the intermediate with acid to yield D-tagatose. The method is also suitable for the synthesis of L-tagatose from L-galactose, and for the recovery of pure tagatose from crude tagatose syrups. Whey, deproteinized whey, or lactose may be used as the raw material for the D-galactose. The lactose in such cases is hydrolyzed to D-galactose and D-glucose before the isomerization step.

  揭示了一种合成D-塔加糖的过程，通过在催化剂存在下，在相对较低的温度下使用金属羟基异构化含有D-半乳糖的混合物，形成中间体金属羟基-D-塔加糖复合物，然后用酸中和中间体以生成D-塔加糖。该方法也适用于从L-半乳糖合成L-塔加糖，以及从粗塔加糖糖浆中回收纯塔加糖。乳清、去蛋白乳清或乳糖可以用作D-半乳糖的原料。在这种情况下，乳糖在异构化步骤之前被水解为D-半乳糖和D-葡萄糖。
• Aldose–ketose interconversion in pyridine in the presence of aluminium oxide
  作者：Dag Ekeberg、Svein Morgenlie、Yngve Stenstrøm

  DOI：10.1016/j.carres.2007.05.033

  日期：2007.10

  Ekenstein transformation of aldoses to ketoses in boiling pyridine was strongly increased by the addition of aluminium oxide. In addition to aldose-ketose transformation, 2-epimers of the starting aldoses and 3-epimers of the primarily produced ketoses were formed to some extent, as reported also when these reactions are carried out without aluminium oxide. The relative amounts of the primary ketose and the

  通过添加氧化铝，在沸腾的吡啶中醛糖向酮糖的洛夫·德·布鲁因-阿尔伯达·范·埃肯斯坦变换的反应速率大大提高。除了醛糖-酮糖转化之外，在一定程度上形成了起始醛糖的2-表位和最初生产的酮糖的3-表位，也报道了当这些反应在没有氧化铝的情况下进行。反应混合物中伯酮糖和起始醛糖的相对量可以根据它们的稳定性来解释，该稳定性是从报告的自由能计算中预测的。酮糖向醛糖的异构化比逆反应要慢得多。在这些情况下，相对自由能也很重要，非常稳定的xylo-2-hexulose分别只产生了7％和6％的醛糖，九糖和idose。