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  • 5-oxo-L-proline  98-79-3
Name:5-oxo-L-proline 98-79-3
CAS No:98-79-3

PRODUCT DESCRIPTION


Description

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.
Pyroglutamic acid, also known as pidolic acid, exists as two distinct enantiomers:

Basic Info

Chemical Name 5-oxo-L-proline
Synonyms

hydroxy-pyridin-3-yl-acetic acid;L-Pyroglutamic acid;L-Pyroglutamicacid;5 oxoproline;L-Proline, 5-oxo-;

CAS No. 98-79-3
Molecular Formula C5H7NO3
Molecular Weight 129.11400
PSA 66.40000
LogP -0.32160

Numbering system

MDL number MFCD00005272

Properties

Appearance & Physical State White fine crystals
Density 1.38 g/cm3
Boiling Point 453.1ºC at 760 mmHg
Melting Point 152-162ºC
Flash Point 227.8ºC
Refractive Index -10 ° (C=5, H2O)
Water Solubility 10-15 g/100 mL (20 ºC)
Stability Stable. Incompatible with bases, acids, strong oxidizing agents.
Storage Condition Store at RT.

Safety Info

RTECS TW3710000
Safety Statements S26-S36
HS Code 2933790090
WGK Germany 3
Risk Statements R36/37/38
Hazard Codes Xi

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