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Merck
CN

P4875

Sigma-Aldrich

D-青霉胺

98-101%

别名:

3,3-二甲基-D-半胱氨酸, 3-巯基-D-缬氨酸, D-(-)-2-氨基-3-巯基-3-甲基丁酸

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About This Item

线性分子式:
(CH3)2C(SH)CH(NH2)CO2H
CAS号:
分子量:
149.21
Beilstein:
1722375
EC 号:
MDL编号:
UNSPSC代码:
51202303
PubChem化学物质编号:
NACRES:
NA.76

质量水平

方案

98-101%

表单

powder

mp

210 °C (dec.) (lit.)

溶解性

H2O: 100 mg/mL

作用机制

cell wall synthesis | interferes

储存温度

2-8°C

SMILES字符串

CC(C)(S)[C@@H](N)C(O)=O

InChI

1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1

InChI key

VVNCNSJFMMFHPL-VKHMYHEASA-N

基因信息

mouse ... Oprk1(18387)

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一般描述

D-青霉胺来源于相应的 β-内酰胺抗生素的水解。

应用

在肝豆状核变性病中用作抗风湿药和螯合剂。用作铜螯合剂与半胱氨酸或其他硫化物介质组分形成混合二硫化物。用于灭活蛋白-1dna 结合 ,抑制兔关节软骨细胞异步培养的生长

生化/生理作用

青霉胺是青霉素类抗生素的特征性降解产物。一个铜原子与两个青霉胺分子结合。青霉胺可减少胱氨酸尿症中过量胱氨酸的排泄。这是通过青霉胺和胱氨酸之间的二硫键互换,形成易于排泄的青霉胺-半胱氨酸二硫化物。青霉胺可干扰原胶原分子之间交联的形成,并在新形成时将其裂解。青霉胺降低 IgM 类风湿因子,抑制 T 细胞活性。

其他说明

将容器密闭保存在干燥和通风良好的地方。

象形图

Health hazard

警示用语:

Warning

危险声明

危险分类

Repr. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 2

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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M L Handel et al.
Molecular pharmacology, 50(3), 501-505 (1996-09-01)
D-Penicillamine (beta, beta-dimethyl cysteine) is an antirheumatic thiol drug with a poorly understood mechanism of action. On the basis that gold(I) thiolates and D-penicillamine are both capable of forming stable bonds with endogenous thiols, we sought a common target of
Hao Ren et al.
Microorganisms, 7(12) (2019-12-15)
Probiotics and phytobiotics have been studied as in-feed antibiotic alternatives for decades, yet there are no studies on their possible symbiotic effects. In the present study, newly hatched chickens were fed with feeds supplemented either with host-specific Lactobacillus strains (L.
P Jaffray et al.
Annals of the rheumatic diseases, 43(2), 333-338 (1984-04-01)
The long-acting antirheumatic drug D-penicillamine was found to inhibit the growth of asynchronous cultures of rabbit articular chondrocytes. This inhibitory effect was dose-related between 5 X 10(-4) M and 5 X 10(-3) M and was time-dependent for a given dose.
Wenge Jiang et al.
Nature communications, 10(1), 2318-2318 (2019-05-28)
Since Pasteur first successfully separated right-handed and left-handed tartrate crystals in 1848, the understanding of how homochirality is achieved from enantiomeric mixtures has long been incomplete. Here, we report on a chirality dominance effect where organized, three-dimensional homochiral suprastructures of
Runming Wang et al.
Nature communications, 9(1), 439-439 (2018-02-01)
Drug-resistant superbugs pose a huge threat to human health. Infections by Enterobacteriaceae producing metallo-β-lactamases (MBLs), e.g., New Delhi metallo-β-lactamase 1 (NDM-1) are very difficult to treat. Development of effective MBL inhibitors to revive the efficacy of existing antibiotics is highly

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