化合物简介
Pyroglutamic acid (also known as PCA, 5-oxoproline, pidolic acid, or pyroglutamate for its basic form) is an uncommon and little studied amino acid derivative in which the free amino group of glutamic acid or glutamine cyclizes to form a lactam. It is a metabolite in the glutathione cycle that is converted to glutamate by 5-oxoprolinase. Pyroglutamate is found in many proteins including bacteriorhodopsin. N-terminal glutamic acid and glutamine residues can spontaneously cyclize to become pyroglutamate. This is one of several forms of blocked N-terminals which present a problem for N-terminal sequencing using Edman chemistry, which requires a free primary amino group not present in pyroglutamic acid. The enzyme pyroglutamate aminopeptidase can restore a free N-terminus by cleaving off the pyroglutamate residue.
基本信息
中文名称
D-焦谷氨酸
英文名称
5-oxo-D-proline
中文别名
D-(+)-焦谷氨酸、(R)-(+)-2-吡咯烷酮-5-羧酸
英文别名
(R)-2-Pyrrolidone-5-carboxylic Acid、D-(+)-Pyroglutamic Acid、(R)-5-Oxopyrrolidine-2-carboxylic Acid、D-Pyroglutamic Acid、(R)-5-Oxopyrrolidine-2-carboxylic acid、(R)-(+)-2-Pyrrolidinone-5-Carboxylic Acid、(2R)-5-oxopyrrolidine-2-carboxylic acid、D-Glutamic Acid Lactam
CAS号
4042-36-8
分子式
C5H7NO3
分子量
129.114
精确质量
129.043
PSA
66.4
LOGP
-0.3216
编号系统
MDL号
MFCD00066212
物化性质
外观与性状
白色晶体带有结块
密度
1.38g/cm3
沸点
453.1ºC at 760mmHg
熔点
155-162ºC
闪点
227.8ºC
储存条件
Store at 0-5ºC
蒸汽压
0.002mmHg at 25°C
安全信息
安全说明
S26-S37/39
危险类别码
R36/37/38
海关编码
2933790090
危险品标志
Xi
危险性防范说明
P261; P305 + P351 + P338
危险性描述
H315; H319; H335
信号词
Warning
危险标志
GHS07
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