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Merck
CN

T4376

N--甲苯磺酰基-L-苯基乙基氯甲基酮

powder, ≥97% (TLC)

别名:

(S)-1-氯-3-甲苯磺酰氨基-4-苯基-2-丁酮, (S)-1-氯-4-苯基-3-甲苯磺酰氨基-2-丁酮, TPCK, 甲苯磺酰基-L-氨基联苯氯甲基酮

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关于此项目

经验公式(希尔记法):
C17H18ClNO3S
化学文摘社编号:
分子量:
351.85
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
206-954-6
MDL number:
Beilstein/REAXYS Number:
2895215
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产品名称

N--甲苯磺酰基-L-苯基乙基氯甲基酮, ≥97% (TLC), powder

InChI key

MQUQNUAYKLCRME-INIZCTEOSA-N

InChI

1S/C17H18ClNO3S/c1-13-7-9-15(10-8-13)23(21,22)19-16(17(20)12-18)11-14-5-3-2-4-6-14/h2-10,16,19H,11-12H2,1H3/t16-/m0/s1

SMILES string

Cc1ccc(cc1)S(=O)(=O)N[C@@H](Cc2ccccc2)C(=O)CCl

biological source

synthetic

assay

≥97% (TLC)

form

powder

potency

10-100 μM effective concentration

color

white

mp

106-108 °C (lit.)

solubility

DMSO: >10 mg/mL (stable for several months at 4°C.)
ethanol: 20 mg/mL

storage temp.

−20°C

Quality Level

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Application

使用N-p-甲苯磺酰基-L-苯丙氨酰甲基氯酮:
  • 研究转录因子NFκB是否参与肾胺酶抗体的表达
  • 检测NF-κB激活的作用
  • 研究其对胰凝乳蛋白酶的抑制作用

某些丝氨酸蛋白酶的不可逆抑制剂;用于抑制胰蛋白酶制剂中的胰凝乳蛋白酶。

Biochem/physiol Actions

N-p-甲苯磺酰基-L-苯丙氨酰甲基氯酮(TPCK)可阻断脂多糖(LPS)或核因子κB (NFκB)的细胞因子诱导的激活,进而阻断诱生型一氧化氮合酶(iNOS)和环氧化酶-2(COX-2)转录的诱导。阻断所有有丝分裂原对pp70s6k的激活。通过抑制半胱天冬酶在某些细胞系和某些刺激剂中的作用,阻断凋亡细胞系。还会阻断紫杉醇中引起的细胞凋亡(MCF-7人乳腺癌细胞中)。 ′TPCK识别胰凝乳蛋白酶中的苯丙氨酸残基并阻止其功能。
阻断LPS或细胞因子诱导的核因子κB (NFκB)激活,其反过来阻断iNOS和COX-2转录的诱导。阻断所有有丝分裂原激活 pp70s6k。通过抑制某些细胞的半胱天冬酶加工和某些刺激,进而阻断凋亡细胞。还能够阻断由紫杉醇(在MCF-7人乳腺癌细胞中)引发的细胞凋亡。

Disclaimer

在-20°C下干燥保存时,保质期至少为两年。

General description

4°C可稳定储存数月。储备液(10 mM的甲醇或乙醇溶液)在4°C可稳定储存数月。

Packaging

无底玻璃瓶。内容物在插入式融锥内。

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

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Y Huang et al.
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The mechanism of Taxol-induced apoptosis was investigated in MCF-7 human breast carcinoma cells. Taxol-induced apoptosis was associated with phosphorylation of both c-Raf-1 and Bcl-2 and activation of ERK and JNK MAP kinases. The serine protease inhibitor N-tosyl-L-phenylalanine chloromethyl ketone (TPCK)
Ling Xu et al.
Journal of pharmaceutical and biomedical analysis, 174, 441-449 (2019-06-21)
XMT-1522, an antibody-drug conjugate (ADC) currently in Phase I clinical development, represents the first Dolaflexin®-based, cleavable ADC with a high drug-antibody ratio (DAR). In this work, a novel immunocapture LC-MS/MS method was successfully developed for the simultaneous quantification of both
Christopher S Anderson et al.
Scientific reports, 7(1), 14614-14614 (2017-11-04)
The induction of antibodies specific for the influenza HA protein stalk domain is being pursued as a universal strategy against influenza virus infections. However, little work has been done looking at natural or induced antigenic variability in this domain and
c-myc is required for osteoclast differentiation
Battaglin R, et al.
Journal of Bone and Mineral Research, 17(5), 763-773 (2002)
Ryo Nagao et al.
Nature plants, 5(8), 890-901 (2019-07-31)
Light-harvesting antenna systems in photosynthetic organisms harvest solar energy and transfer it to the photosynthetic reaction centres to initiate charge-separation and electron-transfer reactions. Diatoms are one of the important groups of oxyphototrophs and possess fucoxanthin chlorophyll a/c-binding proteins (FCPs) as

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