653152
4-巯基苯基乙酸
97%
别名:
2-（4-巯基苯基）乙酸, 4-巯基苯基乙酸, 对巯基苯乙酸, （4-巯基苯基）乙酸, （4-羧甲基）苯硫酚
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关于此项目
线性分子式:
HSC6H4CH2CO2H
化学文摘社编号:
分子量:
168.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
产品名称
4-巯基苯基乙酸, 97%
InChI
1S/C8H8O2S/c9-8(10)5-6-1-3-7(11)4-2-6/h1-4,11H,5H2,(H,9,10)
SMILES string
OC(=O)Cc1ccc(S)cc1
InChI key
ORXSLDYRYTVAPC-UHFFFAOYSA-N
assay
97%
form
solid
mp
105-109 °C (lit.)
functional group
carboxylic acid
storage temp.
2-8°C
Quality Level
Application
4-巯基苯基乙酸用于通过序列自然化学连接由双（2-磺酰乙基）氨基肽制备小泛素修饰肽。
可用于：
可用于：
- 树脂制备肽-α噻吩基酯，以在化学连接过程中化学合成多肽。
- 在一锅法中，采用天然化学连接和/或脱硫法去保护（乙酰胺基-甲基）半胱氨酸来制备多肽。
- 钯通过天然化学连接法促进N-端半胱氨酸去保护，以制备合成挑战性蛋白。
General description
4-巯基苯基乙酸(MPAA)是一种硫醇添加剂，广泛应用于自然化学偶联（NCL）反应，用于肽片段的选择性高效偶联。
signalword
Danger
hcodes
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
Efficient palladium-assisted one-pot deprotection of (acetamidomethyl) cysteine following native chemical ligation and/or desulfurization to expedite chemical protein synthesis
Maity SK, et al.
Angewandte Chemie (International Edition in English), 55(28), 8108-8112 (2016)
Direct on-resin synthesis of peptide-αthiophenylesters for use in native chemical ligation
Bang D, et al.
Organic Letters, 8(6), 1049-1052 (2006)
Jailson Brito Querido et al.
Science (New York, N.Y.), 369(6508), 1220-1227 (2020-09-05)
A key step in translational initiation is the recruitment of the 43S preinitiation complex by the cap-binding complex [eukaryotic initiation factor 4F (eIF4F)] at the 5' end of messenger RNA (mRNA) to form the 48S initiation complex (i.e., the 48S).
Palladium mediated rapid deprotection of N-terminal cysteine under native chemical ligation conditions for the efficient preparation of synthetically challenging proteins
Jbara M, et al.
Journal of the American Chemical Society, 138(15), 5069-5075 (2016)
Sunithi Gunasekera et al.
Frontiers in microbiology, 11, 168-168 (2020-03-11)
Can antimicrobial activity and peptide stability of alpha-helical peptides be increased by making them into dimers and macrocycles? Here, we explore that concept by using KR-12 as the starting point for peptide engineering. KR-12 has previously been determined as the
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