L-(+)-苏糖 - CAS号 95-44-3

物化性质

熔点：

162-163℃
比旋光度：

D20 +13.2° (c = 4.5)
沸点：

311.1±21.0 °C(Predicted)
密度：

1.410±0.06 g/cm3(Predicted)
溶解度：

DMSO（少量）、甲醇（少量）、水（可溶）

计算性质

辛醇/水分配系数(LogP)：

-2.2
重原子数：

8
可旋转键数：

3
环数：

0.0
sp3杂化的碳原子比例：

0.75
拓扑面积：

77.8
氢给体数：

3
氢受体数：

4

安全信息

WGK Germany：

3
海关编码：

2912491000

SDS

SDS：97581aae1016e506d8a93cc86a5a1169

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Name:	L(+)-Threose Material Safety Data Sheet
Synonym:
CAS:	95-44-3

Section 1 - Chemical Product MSDS Name:L(+)-Threose Material Safety Data Sheet
Synonym:

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
95-44-3	L(+)-Threose		202-419-6

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:
Treat symptomatically and supportively.

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

Section 7 - HANDLING and STORAGE
Handling:
Use with adequate ventilation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Deep freeze (below -20C).

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 95-44-3: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Viscous liquid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: 162 deg C
Solubility in water: Soluble.
Specific Gravity/Density:
Molecular Formula: C4H8O4
Molecular Weight: 120.11

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong bases.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Will not occur.

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 95-44-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
L(+)-Threose - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Not regulated as a hazardous material.

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 95-44-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 95-44-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 95-44-3 is not listed on the TSCA inventory.
It is for research and development use only.

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

(2R,3S)-2,3,4-三羟基丁醇是一种生物化学试剂，可用作生物材料或有机化合物，广泛应用于生命科学的相关研究中。

反应信息

作为反应物：

描述：

L-(+)-苏糖在 rabbit 3-hydroxyhexobarbital dehydrogenase (AKR₁C₂₉) 、还原型辅酶II(NADPH)四钠盐作用下，以 aq. phosphate buffer 、乙酸乙酯为溶剂，反应 0.5h，生成 L-苏丁醇

参考文献：

名称：

兔3-羟基己糖巴比妥脱氢酶是一种NADPH优先的还原酶，对酮类固醇，前列腺素D（2）以及其他内源性和异源性羰基化合物具有广泛的底物特异性。

摘要：

3-羟基己异巴比妥脱氢酶（3HBD）催化将NAD（P）（+）链接的3-羟基己异巴比妥氧化为3-羟基己异巴比妥。该酶被认为是异生物醇和某些羟基类固醇的脱氢酶，但其生理功能仍然未知。我们已经纯化了兔3HBD，分离了其cDNA，并检查了其对辅酶和底物的特异性，反应方向性和组织分布。3HBD是醛酮还原酶（AKR）超家族的成员（AKR1C29），并且在7.4的生理pH值下，NADP（H）优于NAD（H）。在与NADPH相关的还原反应中，3HBD对多种醌，酮和醛（包括3-，17-和20-酮类固醇和前列腺素D（2））显示出广泛的底物特异性，它们被转化为3alpha-，17beta-和20alpha -羟基类固醇和9alpha，11beta-前列腺素F（2），分别。特别是，α-二酮（如isatin和diacetyl）和脂质过氧化衍生的醛（如4-oxo-和4-hydroxy-2-nonenals）是显示低K（m）值（0

DOI：

10.1016/j.bcp.2013.08.024
作为产物：

描述：

(3aR,6S,6aR)-6-hydroxy-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxole 在 oxonium 作用下，生成 L-(+)-苏糖

参考文献：

名称：

差异保护的酒石醛的新型合成等同物。一个简单的途径来获得有用的c-4手性合成子。

摘要：

据报道由D-葡萄糖合成4-乙酰氧基-3-O-苄基-1,2-O-异亚丙基醛糖苷酶。这些酒石醛的合成当量在乙酰氧基化中心被化学选择性还原，从而产生了一系列有用的差异保护的C-4手性合成子。

DOI：

10.1016/s0040-4039(00)82295-9

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文献信息

Prebiotic synthesis of 2-deoxy-<scp>d</scp>-ribose from interstellar building blocks promoted by amino esters or amino nitriles

作者：Andrew M. Steer、Nicolas Bia、David K. Smith、Paul A. Clarke

DOI：10.1039/c7cc06083a

日期：——

to debate. Here we demonstrate that 20 mol% of proteinogenic amino esters promote the selective formation of 2-deoxy-D-ribose over 2-deoxy-D-threopentose in combined yields of ≥4%. We also demonstrate the first aldol reaction promoted by prebiotically-relevant proteinogenic amino nitriles (20 mol%) for the enantioselective synthesis of D-glyceraldehyde with 6% ee, and its subsequent conversion into

了解形成DNA骨架的2-脱氧-D-核糖的益生元起源对于阐明生命起源至关重要，但仍需争论。在这里，我们证明了20 mol％的蛋白原性氨基酯比2-脱氧-D-苏糖戊糖促进2-脱氧-D-核糖的选择性形成，总产率≥4％。我们还证明了益生元相关蛋白原氨基腈（20 mol％）促进的第一个羟醛反应，用于对映体合成具有6％ee的D-甘油醛，随后转化为2-deoxy- D-核糖，产率≥5％。最后，我们在使用20 mol％的氨基酯或氨基腈促进剂的一锅法中探索了这两个步骤的组合。因此证明了三种星际起始物质，当与适当的促进剂混合在一起时，可以直接导致包括2-脱氧-D-核糖的高级碳水化合物的混合物的形成。
Structural and Functional Characterization of YdjI, an Aldolase of Unknown Specificity in <i>Escherichia coli</i> K12

作者：Jamison P. Huddleston、James B. Thoden、Brandon J. Dopkins、Tamari Narindoshvili、Blair J. Fose、Hazel M. Holden、Frank M. Raushel

DOI：10.1021/acs.biochem.9b00326

日期：2019.8.6

cluster is found in 80% of sequenced Escherichia coli genomes and other closely related species in the human microbiome. On the basis of the annotations of the enzymes located in this cluster, it is expected that together they catalyze the catabolism of an unknown carbohydrate. The focus of this investigation is on YdjI, which is in the ydj gene cluster of E. coli K-12. It is predicted to be a class

该YDJ基因簇的测序的80％中发现大肠杆菌的基因组和人类微生物等密切相关的物种。基于位于该簇中的酶的注释，预期它们一起催化未知碳水化合物的分解代谢。这项研究的重点是YdjI，它位于大肠杆菌K-12的ydj基因簇中。据预测是未知功能的II类醛缩酶。在这里，我们描述了这种酶的结构和功能表征。YdjI催化亲的氢/氘交换小号氢在磷酸二羟基丙酮酯（DHAP）的C3。在DHAP存在下，YdjI催化与多种醛糖的醛醇缩合。YdjI对具有特定羟基立体化学和带负电荷的末端（羧酸根或磷酸根）的高阶（七碳，八碳和九碳）单糖表现出强烈的偏爱。最好的底物是l-阿拉伯糖醛酸，表观k cat为3.0 s –1。该产品，升-甘油基-升-半乳-octuluronate -1-磷酸，具有ķ猫/ ķ米的2.1×10值3中号-1小号-1与YdjI后向醛醇缩合反应。这是第一次记录合成升-甘油基-升-半乳-octuluronate -
Detection of Potential TNA and RNA Nucleoside Precursors in a Prebiotic Mixture by Pure Shift Diffusion-Ordered NMR Spectroscopy

作者：Saidul Islam、Juan A. Aguilar、Matthew W. Powner、Mathias Nilsson、Gareth A. Morris、John D. Sutherland

DOI：10.1002/chem.201202649

日期：2013.4.2

give rise to mixtures of compounds in which the NMR signal resolution is poor. The direct formation of potential RNA and TNA nucleoside precursors, amongst other adducts, was observed. These preliminary observations may have implications for the potentially prebiotic assembly chemistry of pyrimidine threonucleotides, and therefore of TNA, by using recently reported chemistries that yield the activated

在益生元化学的背景下，混合氮氧化学的特征之一是它倾向于产生高度复杂的反应混合物。因此，如果要避免繁琐的色谱分离，则迫切需要开发改进的光谱技术。一种潜在的途径是结合纯位移方法，其中通过抑制多重态结构以大大提高的分辨率测量 NMR 光谱与扩散有序光谱，其中来自不同物种的 NMR 信号通过其不同的扩散速率进行区分。这种组合具有使用完整混合物的额外优势，允许在不干扰混合物的情况下进行分析，其中化学实体是平衡反应网络的一部分。作为研究潜在益生元小分子自组装的系统化学方法的一部分，我们分析了混合乙醇醛和氰胺所产生的复杂混合物，首次将纯 DOSY NMR 应用于表征部分未知的反应组成. 所呈现的工作说明了将纯 DOSY 应用于产生 NMR 信号分辨率较差的化合物混合物的化学反应的潜力。观察到潜在的 RNA 和 TNA 核苷前体以及其他加合物的直接形成。通过使用最近报道的产生活化的嘧啶核糖核苷酸的化学，这
Selective Reductive Dimerization of CO<sub>2</sub> into Glycolaldehyde

作者：Dan Zhang、Carlos Jarava-Barrera、Sébastien Bontemps

DOI：10.1021/acscatal.1c00412

日期：2021.4.16

iron-catalyzed selective reduction of CO2 into formaldehyde via formation and controlled hydrolysis of a bis(boryl)acetal compound. The second step concerns the carbene-catalyzed C–C bond formation to afford glycolaldehyde. Both carbon atoms of glycolaldehyde arise from CO2 as proven by the labeling experiment with 13CO2. This hybrid organometallic/organic catalytic system employs mild conditions (1 atm of CO2

以甲醛为主要中间体，通过一锅两步法将CO 2选择性二聚为乙醇醛。第一步涉及通过双（硼基）乙缩醛化合物的形成和受控水解，铁催化将CO 2选择性还原为甲醛。第二步涉及形成卡宾催化的CC键以生成乙醇醛。乙醇醛的两个碳原子均由CO 2产生，正如13 CO 2的标记实验所证明的。这种混合的有机金属/有机催化系统采用温和的条件（1个大气压的CO 2，在不到3小时的时间内达到25至80°C）和低催化负荷（分别为1％和2.5％）。乙醇醛的总产率为53％。乙醇醛具有吸引力的反应性示例为（i）在导致C 4醛糖化合物的二聚化过程中，以及（ii）在一个过程中生成C–N和C–C键的三组分Petasis–Borono–Mannich反应中。
A Thermostable Aldolase for the Synthesis of 3-Deoxy-2-ulosonic Acids

作者：Henry J. Lamble、Sylvain F. Royer、David W. Hough、Michael J. Danson、Garry L. Taylor、Steven D. Bull

DOI：10.1002/adsc.200600520

日期：2007.4.2

promiscuous 2-keto-3-deoxygluconate aldolase has been used as an efficient biocatalyst to catalyse the aldol reaction of pyruvate with C3- and C4-aldoses to afford syn- and anti-3-deoxy-2-ulosonic acids in poor to good de. A continuous flow bioreactor containing immobilised aldolase has been developed that enables gram quantities of C6- and C7-3-deoxyhept-2-ulosonic acids to be produced in an efficient

立体化学上混杂的2-酮-3-脱氧葡萄糖醛酸醛缩酶已被用作有效的生物催化剂，以催化丙酮酸与C 3-和C 4-醛糖的醛醇缩合反应提供顺式和反式-3-脱氧-2-醛酸。差到好德。已经开发了包含固定的醛缩酶的连续流生物反应器，其使得能够以有效的方式生产克量的C 6-和C 7 -3-脱氧庚二-2-ulosonic酸。

L-(+)-苏糖 | 95-44-3

物质功能分类

分子结构分类

物化性质

计算性质

安全信息

SDS

制备方法与用途

反应信息

文献信息

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