(2R)-2-amino-3-[(triphenylmethyl)sulfanyl]propanoic acid

• ChemBase编号: 70101
• 分子式: C22H21NO2S
• 平均质量: 363.47264
• 单一同位素质量: 363.12929992
• SMILES: C(=O)([C@@H](N)CSC(c1ccccc1)(c1ccccc1)c1ccccc1)O
• Canonical SMILES: N[C@H](C(=O)O)CSC(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C22H21NO2S/c23-20(21(24)25)16-26-22(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-15,20H,16,23H2,(H,24,25)/t20-/m0/s1
• InChIKey: DLMYFMLKORXJPO-FQEVSTJZSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-amino-3-[(triphenylmethyl)sulfanyl]propanoic acid
• IUPAC传统名: (2R)-2-amino-3-[(triphenylmethyl)sulfanyl]propanoic acid
• 别名: S-三苯甲基-L-半胱氨酸; (+)-S-三苯甲基-L-半胱氨酸; S-Trityl-L-cysteine; (+)-S-Trityl-L-cysteine; H-Cys(Trt)-OH; (2R)-2-amino-3-[(triphenylmethyl)sulfanyl]propanoic acid; S-(Triphenylmethyl)-L-cysteine; (2R)-2-Amino-3-[(triphenylmethyl)thio]propanoic Acid; 3-Tritylthio-L-alanine; NSC 83265; S-Triphenylmethyl-L-cysteine; S-Trityl-(R)-cysteine; S-Tritylcysteine; Tritylthioalanine; S-Trityl-L-cysteine

登记号

• CAS号: 2799-07-7
• MDL号: MFCD00002611
• Beilstein号: 2339626
• PubChem SID: 24850097; 162035826
• PubChem CID: 76044

理论计算性质

• Acid pKa: 2.3713112
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 2.4407673
• LogD (pH = 7.4): 2.433321
• Log P: 2.440736
• 摩尔折射率: 108.0724 cm^3
• 极化性: 42.008484 Å^3
• 极化表面积: 63.32 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
• 外观: White Solid
• 熔点: >160°C (dec.); 182-183 °C (dec.)(lit.); ca 185°C dec.
• 比旋光度: [α]25/D +115°, c = 0.8 in 0.04 M ethanolic HCl; +84 (c=1 in acetic acid)
• 疏水性(logP): 2.708

安全信息

• 保存条件: -20°C Freezer; 2-8°C
• 保存注意事项: IRRITANT
• RTECS编号: AY7710000
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• 安全公开号: 22-24/25; 36
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• GHS警示性声明: P264-P270-P301+P312-P330-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 95%; 95+%; 97%
• 线性分子式: (C6H5)3CSCH2CH(NH2)CO2H

详细说明

MP Biomedicals - 02103137

Crystalline
Antileukemic activity in mice.

Sigma Aldrich - 164739

Application
用于肽合成的保护性半胱氨酸。
包装
5 g in glass bottle

Toronto Research Chemicals - T887350

A protected cysteine for peptide synthesis. S-Trityl-L-cysteine (STLC) is a tight-binding inhibitor of Eg5 that prevents mitotic progression. It has proven antitumor activity as shown in the NCI 60 tumor cell line screen.

参考文献

• Brier, S., et al.: Biochemistry, 43, 13072 (2004)
• Sakowicz, R., et al.: Cancer Res., 64, 3276 (2004)
• Zhu, C., et al.: Mol. Biol. Cell, 16, 3187 (2004)