(2S)-3-amino-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

• ChemBase编号: 38585
• 分子式: C8H16N2O4
• 平均质量: 204.22364
• 单一同位素质量: 204.111007
• SMILES: [C@H](CN)(C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: NC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C8H16N2O4/c1-8(2,3)14-7(13)10-5(4-9)6(11)12/h5H,4,9H2,1-3H3,(H,10,13)(H,11,12)/t5-/m0/s1
• InChIKey: KRJLRVZLNABMAT-YFKPBYRVSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-3-amino-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
• IUPAC传统名: (2S)-3-amino-2-[(tert-butoxycarbonyl)amino]propanoic acid
• 别名: N(α)-Boc-L-2,3-二氨丙酸; (S)-3-氨基-2-(叔丁氧羰基氨基)丙酸; 3-氨基-(叔丁氧羰基)-L-丙氨酸; Nα-Boc-L-2,3-二氨基丙酸; (N-Boc-β-氨基)-丙氨酸; Boc-Dap-OH; 3-Amino-N-Boc-L-alanine; N(alpha)-Boc-L-2,3-diaminopropionic acid; Boc-L-2,3-Diaminopropionic acid; Boc-Dap-OH; (S)-2-[(tert-Butoxycarbonyl)amino]-3-aminopropionic acid; (S)-3-Amino-2-(tert-butoxycarbonyl)aminopropionic acid; Nα-BOC-(S)-β-aminoalanine; Nα-Boc-L-β-aminoalanine; N2-(tert-Butoxycarbonyl)-(S)-2,3-diaminopropionic acid; N2-tert-Butoxycarbonyl-L-2,3-diaminopropionic acid; Boc-Dap-OH; Boc-Dpr-OH; (S)-3-Amino-2-(tert-butoxycarbonylamino)propanoic acid; 3-Amino-(tert-butoxycarbonyl)-L-alanine; Nα-Boc-L-2,3-diaminopropionic acid; (N-Boc-β-amino)-Ala-OH

登记号

• CAS号: 73259-81-1
• MDL号: MFCD00236843
• Beilstein号: 4182136
• PubChem SID: 24884604; 161001892; 24849398
• PubChem CID: 2755946

理论计算性质

• Acid pKa: 3.3544285
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -2.505428
• LogD (pH = 7.4): -2.5082457
• Log P: -2.5038223
• 摩尔折射率: 48.5715 cm^3
• 极化性: 19.523464 Å^3
• 极化表面积: 101.65 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 210 °C (dec.); ca 210°C dec.
• 比旋光度: [α]20/D +5.5±1°, c = 1% in methanol: water (1:1); -14 (c=1 in water)

安全信息

• 保存注意事项: IRRITANT
• 德国WGK号: 3
• TSCA收录: false; 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98.0% (TLC); 97%
• 杂质: ~3% water
• Empirical Formula (Hill Notation): C8H16N2O4

详细说明

Sigma Aldrich - 15402

Other Notes
DAP 单保护衍生物；用于例如，合成氨基葡萄糖合成酶抑制剂6,7（一种肌球蛋白激酶抑制剂）。8 与金属络合基团反应制备多肽。9
包装
1, 5 g in glass bottle
Application
Reactant for:
• Protein assembly directed by synthetic molecular recognition motifs1
• Solid phase synthesis of gramicidin S cyclic analogs with antibiotic and hemolytic activities2
• Synthesis of HCV protease inhibitor modified analogs3
• Solid phase synthesis of peptidic V1a receptor agonists4
• Directed peptide assembly at lipid-water interface5

Sigma Aldrich - 662836

包装
1 g in glass bottle
Application
Reactant for:
• Protein assembly directed by synthetic molecular recognition motifs1
• Solid phase synthesis of gramicidin S cyclic analogs with antibiotic and hemolytic activities2
• Synthesis of HCV protease inhibitor modified analogs3
• Solid phase synthesis of peptidic V1a receptor agonists4
• Directed peptide assembly at lipid-water interface5