(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-carbamoylbutanoic acid

• ChemBase编号: 59951
• 分子式: C10H18N2O5
• 平均质量: 246.26032
• 单一同位素质量: 246.12157169
• SMILES: C(=O)(N[C@H](C(=O)O)CCC(=O)N)OC(C)(C)C
• Canonical SMILES: NC(=O)CC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C10H18N2O5/c1-10(2,3)17-9(16)12-6(8(14)15)4-5-7(11)13/h6H,4-5H2,1-3H3,(H2,11,13)(H,12,16)(H,14,15)/t6-/m0/s1
• InChIKey: VVNYDCGZZSTUBC-LURJTMIESA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-carbamoylbutanoic acid
• IUPAC传统名: (2S)-2-[(tert-butoxycarbonyl)amino]-4-carbamoylbutanoic acid
• 别名: Nα-(叔丁氧羰基)-L-谷氨酰胺; Boc-L-谷氨酰胺; N(α)-Boc-D-谷氨酸; N(α)-Boc-L-谷氨酰胺; Nα-(tert-Butoxycarbonyl)-L-glutamine; Boc-L-glutamine; Boc-Gln-OH; N-α-t-BOC-L-GLUTAMINE; Boc-D-Gln-OH; N(alpha)-tert-Butoxycarbonyl-D-glutamine; N(alpha)-Boc-D-glutamine; Boc-Gln-OH; N(alpha)-tert-Butoxycarbonyl-L-glutamine; N(alpha)-Boc-L-glutamine; (S)-5-Amino-2-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid; (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-carbamoylbutanoic acid; N2-[(1,1-Dimethylethoxy)carbonyl]-L-glutamine; N2-Carboxy-glutamine N-tert-Butyl Ester; (S)-2-[(tert-Butoxycarbonyl)amino]-4-carbamoylbutanoic Acid; BOC-glutamine; NSC 334370; tert-Butoxycarbonyl-L-glutamine; N~2~-(tert-butoxycarbonyl)-L-glutamine

登记号

• CAS号: 13726-85-7; 61348-28-5
• EC号: 237-296-8
• MDL号: MFCD00038158; MFCD00065571
• Beilstein号: 1981311; 2127805
• PubChem SID: 162064714; 24865570
• PubChem CID: 83687

理论计算性质

• Acid pKa: 3.864043
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -1.8870786
• LogD (pH = 7.4): -3.4785044
• Log P: -0.24670725
• 摩尔折射率: 57.9829 cm^3
• 极化性: 22.953348 Å^3
• 极化表面积: 118.72 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 113-116 °C (dec.)(lit.); 117-119°C; 118-120°C
• 比旋光度: [α]20/D -3.4±0.5°, c = 2% in ethanol; [α]20/D -3.5°, c = 1 in ethanol; +3.5 (c=2 in ethanol); -3.5 (c=2 in ethanol)
• 疏水性(logP): -0.636

安全信息

• 保存条件: 0°C
• 保存注意事项: IRRITANT
• 德国WGK号: 3
• TSCA收录: false; 否; 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... CCR2(1231)

产品相关信息

• 纯度: ≥99.0% (T); 95%; 98%; 98+%
• 级别: puriss.
• 线性分子式: NH2COCH2CH2CH(COOH)NHCOOC(CH3)3

详细说明

MP Biomedicals - 02101069

Crystalline

Sigma Aldrich - 408441

包装
5, 25 g in glass bottle

Toronto Research Chemicals - B690430

Protected Glutamine.

参考文献

• Ohshiro, T., et al.: App. Microbiol. Biotechnol., 48, 546 (1997)
• Fox, D., et al.: J. Med. Chem., 45, 360 (1997)