(3S)-7-amino-1-chloro-S-(4-methylphenyl)-2-oxoheptane-3-sulfonamido hydrochloride

• ChemBase编号: 103568
• 分子式: C14H22Cl2N2O3S
• 平均质量: 369.30708
• 单一同位素质量: 368.07281893
• SMILES: Cl.Cc1ccc(cc1)S(=O)(=O)N[C@@H](CCCCN)C(=O)CCl
• Canonical SMILES: NCCCC[C@@H](C(=O)CCl)NS(=O)(=O)c1ccc(cc1)C.Cl
• InChI: InChI=1S/C14H21ClN2O3S.ClH/c1-11-5-7-12(8-6-11)21(19,20)17-13(14(18)10-15)4-2-3-9-16;/h5-8,13,17H,2-4,9-10,16H2,1H3;1H/t13-;/m0./s1
• InChIKey: YFCUZWYIPBUQBD-ZOWNYOTGSA-N

名称和登记号

名称

• IUPAC标准名: (3S)-7-amino-1-chloro-S-(4-methylphenyl)-2-oxoheptane-3-sulfonamido hydrochloride
• IUPAC传统名: C14H21ClN2O3S hydrochloride
• 别名: (3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone hydrochloride; (3S)-7-Amino-1-chloro-3-tosylamino-2-heptanone hydrochloride; Tosyl-L-lysyl-chloromethane hydrochloride; Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride; TLCK; 1-Chloro-3-tosylamido-7-amino-L-2-heptanone; Tos-Lys-chloromethylketone hydrochloride; N-α-p-TOSYL-L-LYSINE CHLOROMETHYL KETONE

登记号

• CAS号: 4272-74-6; 4238-41-9
• EC号: 224-266-4; 224-199-0
• MDL号: MFCD00065395
• Beilstein号: 7106867
• PubChem SID: 24889312; 24278752; 162103011
• PubChem CID: 73093

理论计算性质

• Acid pKa: 10.396283
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -0.9192657
• LogD (pH = 7.4): -0.34327915
• Log P: 1.6378839
• 摩尔折射率: 84.3488 cm^3
• 极化性: 33.71932 Å^3
• 极化表面积: 89.26 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble50 mg/mL
• 外观: powder
• 熔点: 155°C (dec.)
• 比旋光度: [α]20/D -7.8±0.5°, c = 2% in H2O

安全信息

• 保存条件: 0°C, Desiccate
• RTECS编号: XT5160000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38; R:36
• 安全公开号: 26-36; S:26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... NFKB1(4790), NFKB2(4791)

产品相关信息

• 纯度: ≥96% (TLC); ≥99.0% (AT)
• 药效: 10-100 μM effective concentration
• Empirical Formula (Hill Notation): C14H21ClN2O3S · HCl

详细说明

MP Biomedicals - 02152152

Hydrochloride
Crystalline Inhibitor of papain and trypsin. Also a specific reagent for essential histidine site in trypsin.

Sigma Aldrich - T7254

Biochem/physiol Actions
Blocks the LPS- or cytokine-induced activation of nuclear factor κB (NF-κB), which, in turn, blocks the induction of iNOS and COX-2 transcription. Blocks activation of pp70s6k by all mitogens. Blocks apoptosis in cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli.
Caution
Stable at least two years when stored desiccated at -20°C.

Sigma Aldrich - 90182

Other Notes
An alkylating reagent that may react with histidine or cysteine residues at the active site of enzymes. Inactivates serine proteases such as trypsin 1,2,3 and clostripain 4. Chymotrypsin is not affected. To prevent proteolytic degradation, a combination of TLCK and TPCK can be used throughout the isolation of proteins, as in the isolation of histones.5