(2S,3S)-2-amino-3-methylpentanoic acid

• ChemBase编号: 52
• 分子式: C6H13NO2
• 平均质量: 131.17292
• 单一同位素质量: 131.09462866
• SMILES: OC(=O)[C@@H](N)[C@H](CC)C
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)O)N)C
• InChI: InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1
• InChIKey: AGPKZVBTJJNPAG-WHFBIAKZSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S)-2-amino-3-methylpentanoic acid
• IUPAC传统名: L-isoleucine
• 别名: (2S,3S)-2-氨基-3-甲基戊酸; L-异亮氨酸; L-(+)-Isoleucine; (2RS,3S)-2-Amino-3-methylpentanoic acid; L-Isoleucine: D-allo-isoleucine; (2S,3S)-2-Amino-3-methylpentanoic acid; (2S,3S)-a-Amino-b-methyl-n-valeric acid; (2S,3S)-a-Amino-b-methylvaleric acid; (S)-Isoleucine; (S,S)-Isoleucine; 2-Amino-3-methylvaleric acid; 2S,3S-Isoleucine; erythro-L-Isoleucine; Isoleucine; L-(+)-Isoleucine; L-Ile; L-Isoleucine; 2-Amino-3-methylpentanoic acid; Isoleucine; L-Isoleucine; H-Ile-OH; (2S,3S)-2-Amino-3-methylpentanoic acid

登记号

• CAS号: 73-32-5
• EC号: 200-798-2
• MDL号: MFCD00064222
• Beilstein号: 1721792
• 默克索引号: 145179
• PubChem SID: 46506864; 24896065; 24896013; 24896006; 24896115; 160963515; 24902116; 24881234
• PubChem CID: 791; 6306
• CHEBI ID: 58045
• Chemspider ID: 6067
• DrugBank ID: DB00167
• KEGG ID: D00065
• 美国药典/FDA物质标识码: 04Y7590D77
• 维基百科标题: Isoleucine

理论计算性质

JChem

• Acid pKa: 2.7913082
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -1.5088165
• LogD (pH = 7.4): -1.5107228
• Log P: -1.5084066
• 摩尔折射率: 34.0939 cm^3
• 极化性: 13.835553 Å^3
• 极化表面积: 63.32 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.73
• LOG S: -0.06
• 溶解度: 1.14e+02 g/l

分子性质

理化性质

• 溶解度: 1 M HCl: soluble1 M at 20 °C, clear, colorless; 1 M HCl: soluble50 mg/mL; 34.4 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• 外观: powder
• 熔点: 288 °C (dec.)(lit.); ca 287°C dec.
• 比旋光度: [α]20/D +38.6 to +42.5°, c = 4 in 6 M HCl; [α]20/D +41.0±1°, c = 5% in 6 M HCl; [α]20/D +41°, c = 4 in 6 M HCl; +40 (c=5 in 5N HCl)
• 紫外吸收波长: λ: 260 nm Amax: 0.07; λ: 280 nm Amax: 0.05
• 疏水性(logP): -1.6

安全信息

• RTECS编号: NR4705000
• 德国WGK号: 1; 3
• TSCA收录: 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C
• Regulation Compliance: FCC; FDA 21 CFR (172.320)

产品相关信息

• 纯度: ≥98% (TLC); ≥98.5%; ≥99.0%; ≥99.0% (NT); ≥99.5% (NT); 97%; 98%; 98.5-101.0%; 99%
• 级别: certified reference material; EP; JP; reagent grade; SAJ special grade; TraceCERT®; USP
• 光学纯度: ee: 99% (GLC)
• 包装: pkg of 1 g
• 适用性: meets EP, JP, USP testing specifications; suitable for cell culture; suitable for manufacturing use
• 燃烧残渣: ≤0.1% (as SO4); 0.05%
• 杂质: ≤0.5% foreign amino acids; endotoxin, tested; insoluble matter, passes filter test
• 痕量阳离子: Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤10 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+: ≤100 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-): ≤100 mg/kg; sulfate (SO42-): ≤100 mg/kg
• 生物来源: from non-animal source
• 干燥失重: ≤0.1% loss on drying, 110 °C; 0.05% loss on drying, 20 °C (HV)
• 产品质量级别: GMP-COMPENDIA
• λ: 1 M in 1 M HCl
• 产品线: BioUltra
• Pharmacopeia Traceability: traceable to PhEur I0460000; traceable to USP 1349502
• 线性分子式: C2H5CH(CH3)CH(NH2)CO2H
• Empirical Formula (Hill Notation): C6H13NO2

详细说明

DrugBank - DB00167

• Drug Groups: approved; nutraceutical
• Description: An essential branched-chain aliphatic amino acid found in many proteins. It is an isomer of leucine. It is important in hemoglobin synthesis and regulation of blood sugar and energy levels. [PubChem]
• Indication: The branched-chain amino acids may have antihepatic encephalopathy activity in some. They may also have anticatabolic and antitardive dyskinesia activity.
• Pharmacology: They provide ingredients for the manufacturing of other essential biochemical components in the body, some of which are utilized for the production of energy, stimulants to the upper brain and helping you to be more alert.
• Toxicity: Symptoms of hypoglycemia, increased mortality in ALS patients taking large doses of BCAAs
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Absorbed from the small intestine by a sodium-dependent active-transport process
• External Links: PDRhealth

Sigma Aldrich - I5281

包装
按照 CGMP 要求进行制造和包装

Sigma Aldrich - I2877

Other Notes
Approx. 1:1 mixture of diastereomers
Linkage
Often erroneously called "DL-isoleucine." See separate listing of DL-isoleucine, which is a mixture of 4 stereoisomers.

Sigma Aldrich - I7403

包装
10 mg in autosmp vl

Sigma Aldrich - 58879

Other Notes
Growth requirement of various microorganisms1

Sigma Aldrich - W527602

包装
1 kg in poly bottle
100 g in poly bottle

Sigma Aldrich - 56241

Analysis Note
此认证标准物质 (CRM) 的生产和认证都符合 ISO/IEC 17025 和 ISO Guide 34 的要求。此 CRM 可溯源到 NIST SRM。
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 - PHR1099

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.

Sigma Aldrich - I2752

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