(2S,3R)-2-amino-3-hydroxybutanoic acid

• ChemBase编号: 42
• 分子式: C4H9NO3
• 平均质量: 119.11916
• 单一同位素质量: 119.05824315
• SMILES: O[C@@H]([C@H](N)C(=O)O)C
• Canonical SMILES: C[C@H]([C@@H](C(=O)O)N)O
• InChI: InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1
• InChIKey: AYFVYJQAPQTCCC-GBXIJSLDSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3R)-2-amino-3-hydroxybutanoic acid
• IUPAC传统名: L-threonine
• 别名: (2S,3R)-2-氨基-3-羟基丁酸; L-苏氨酸; H-Thr-OH; (2S,3R)-2-Amino-3-hydroxybutyric acid; L-Threonine; 2-Amino-3-hydroxybutanoic acid; Threonine; (2S,3R)-2-amino-3-hydroxybutanoic acid; L-(-)-Threonine; 2-Amino-3-hydroxybutyric acid; (S)-Threonine; Threonine; [R-(R*,S*)]-2-Amino-3-hydroxybutanoic acid; Threonin; L-Threonine

登记号

• CAS号: 80-68-2; 72-19-5
• EC号: 200-774-1; 201-300-6
• MDL号: MFCD00064270
• Beilstein号: 1721646
• 默克索引号: 149380
• PubChem SID: 24889191; 160963505; 24900544; 24900531; 24900195; 46506798
• PubChem CID: 6288
• CHEBI ID: 57926
• CHEMBL: 291747
• Chemspider ID: 6051
• DrugBank ID: DB00156
• 维基百科标题: Threonine

理论计算性质

JChem

• Acid pKa: 2.207432
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -3.4708102
• LogD (pH = 7.4): -3.4806278
• Log P: -3.4709635
• 摩尔折射率: 26.4598 cm^3
• 极化性: 10.868561 Å^3
• 极化表面积: 83.55 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -3.01
• LOG S: 0.6
• 溶解度: 4.77e+02 g/l

分子性质

理化性质

• 溶解度: (H2O, g/dl) 10.6(30°),14.1(52°),19.0(61°) in water; H2O: soluble50 mg/mL; H2O: soluble50 mg/mL, clear, colorless; Soluble
• 外观: powder
• 熔点: 255°C dec.; 256 °C (dec.)(lit.)
• 比旋光度: [α]20/D -27.4°, c = 1 in H2O; [α]20/D -28.5±0.5°, c = 5% in H2O; -28 (c=5 in water)
• 疏水性(logP): -3.5
• pKa: 2.63 (carboxyl), 10.43 (amino)

安全信息

• 保存注意事项: IRRITANT
• RTECS编号: XO8590000
• 德国WGK号: 1
• TSCA收录: false; 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 20-25°C

产品相关信息

• 纯度: ≥98% (TLC); ≥98.5%; ≥99.0% (NT); ≥99.5% (NT); 95+%; 98%; 98+%; 99.0-101.0%
• 级别: certified reference material; EP; JP; PharmaGrade; reagent grade; TraceCERT®; USP
• 光学纯度: ee: 99% (GLC)
• 适用性: meets EP, JP, USP testing specifications; suitable for cell culture; suitable for manufacturing use
• 燃烧残渣: ≤0.1%; ≤0.1% (as SO4)
• 杂质: ≤0.5% foreign amino acids; endotoxin, tested
• 痕量阳离子: Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤50 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; NH4+: ≤500 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• 痕量阴离子: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤100 mg/kg; sulfate (SO42-): ≤50 mg/kg
• 生物来源: from non-animal source
• 干燥失重: ≤0.1% loss on drying, 20 °C (HV); ≤0.5% loss on drying, 110 °C
• 产品质量级别: GMP-COMPENDIA
• 产品线: BioXtra
• 线性分子式: CH3CH(OH)CH(NH2)CO2H

详细说明

DrugBank - DB00156

• Drug Groups: approved; nutraceutical
• Description: An essential amino acid occurring naturally in the L-form, which is the active form. It is found in eggs, milk, gelatin, and other proteins. [PubChem]
• Indication: L-Threonine makes up collagen, elastin, and enamel protein. It aids proper fat metabolism in the liver, helps the digestive and intestinal tracts function more smoothly, and assists in metabolism and assimilation.
• Pharmacology: L-Threonine is an essential amino acid that helps to maintain the proper protein balance in the body. It is important for the formation of collagen, elastin, and tooth enamel, and aids liver and lipotropic function when combined with aspartic acid and methionine.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• External Links: Wikipedia

InterBioScreen - BB_SC-9459

2 Diastereomers

Sigma Aldrich - 89179

Other Notes
Preparation of threonine-sepharose, assay and purification of protein kinase C1; Amino acid spacing in isotachophoresis on polyacrylamide gel - a critical evaluation2,3; Growth requirement of various microorganisms4.

Sigma Aldrich - T4071

包装
按照 cGMP 要求进行制造和包装

Sigma Aldrich - T8441

包装
10 mg in autosample vial

Sigma Aldrich - 61506

Analysis Note
此认证标准物质 (CRM) 是根据 ISO/IEC 17025 和 ISO Guide 34 生产和认证的。此 CRM 可溯源到 NIST 标准参考物质。
General description
认证的含量经定量 NMR 确定，并且证书上标明不确定度和有效期。 证书下载：http://www.sigma-aldrich.com。
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - T8625

包装
1 kg in poly bottle
1, 10, 25, 100, 500 g in poly bottle
5 kg in poly drum