(2S)-2-aminobut-3-ynoic acid

• ChemBase编号: 3830
• 分子式: C4H5NO2
• 平均质量: 99.088
• 单一同位素质量: 99.03202841
• SMILES: N[C@@H](C#C)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)C#C
• InChI: InChI=1S/C4H5NO2/c1-2-3(5)4(6)7/h1,3H,5H2,(H,6,7)/t3-/m0/s1
• InChIKey: DSUAJFIEKRKPEE-VKHMYHEASA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-aminobut-3-ynoic acid
• IUPAC传统名: L-propargylglycine; L-2-amino-3-butynoic acid
• 别名: L-C-Propargylglycine; L-2-amino-3-butynoic acid; 2-amino-but-3-ynoic acid; Antibiotic FR 900130; (S)-2-Amino-3-butynoic acid; (S)-2-Amino-4-pentynoic acid; L-C-Propargylglycine; L-Propargylglycine

登记号

• CAS号: 73537-09-4; 23235-01-0
• MDL号: MFCD00077855
• Beilstein号: 2347861
• PubChem SID: 24887908; 160967267; 46505992
• PubChem CID: 175496

理论计算性质

JChem

• Acid pKa: 1.6608694
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -2.968969
• LogD (pH = 7.4): -3.0170567
• Log P: -2.968635
• 摩尔折射率: 23.3289 cm^3
• 极化性: 9.10405 Å^3
• 极化表面积: 63.32 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -2.22
• LOG S: -1.82
• 溶解度: 1.50e+00 g/l

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C5H7NO2

详细说明

DrugBank - DB04217

Drug information: experimental

Sigma Aldrich - 81838

Application
Reagent for the irreversible inactivation of γ-cystathionase1,2; affinity labeling reagent for γ-cystathionase and other enzymes3; peptides containing this amino acid can be tritiated to high specific radioactivity4
Biochem/physiol Actions
L-propargylglycine (PAG), an inhibitor of cystathionine γ-lyase (CSE), is useful in studies of hydrogen sulphide synthesis and bioactivity.