Skip to Content
MilliporeSigma
All Photos(1)

Documents

C7206

Sigma-Aldrich

Z-Gly-OH

99%

Synonym(s):

Z-Glycine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
C6H5CH2OOCNHCH2COOH
CAS Number:
1138-80-3
Molecular Weight:
209.20
Beilstein/REAXYS Number:
526877
EC Number:
214-516-0
MDL number:
MFCD00002691
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24892944
NACRES:
NA.22

assay

99%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

color

beige

mp

118-122 °C (lit.)

application(s)

peptide synthesis

SMILES string

OC(=O)CNC(=O)OCc1ccccc1

InChI

1S/C10H11NO4/c12-9(13)6-11-10(14)15-7-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,14)(H,12,13)

InChI key

CJUMAFVKTCBCJK-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Z-Gly-OH, also known as N-benzyloxycarbonylglycine, is an amino acid widely used in solution phase peptide synthesis.

Application

Z-Gly-OH is a versatile reagent that can be used to synthesize a variety of compounds such as:
  • glycine-derived peptides like Z-Gly-DL-Ala-OBzl and Z-Gly-L-Ala-OBzl
  • glycine N-substituted amides such as glycine-N-methylamide hydrochloride and glycine-N-isopropylamide hydrochloride

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Studies on Separation of Amino Acids and Related Compounds. V. A Racemization Test in Peptide Synthesis by the Use of an Amino Acid Analyzer
Bulletin of the Chemical Society of Japan, 44, 3391-3395 (1971)
Formation of peptide bonds in the coordination sphere of cobalt (III)
Journal of the American Chemical Society, 89, 6096-6103 (1967)
Duality of mechanism in the tetramethylfluoroformamidinium hexafluorophosphate-mediated synthesis of N-benzyloxycarbonylamino acid fluorides.
R Fiammengo et al.
The Journal of organic chemistry, 66(17), 5905-5910 (2001-08-21)
G K Scriba et al.
The Journal of pharmacy and pharmacology, 51(5), 549-553 (1999-07-20)
Glycine, which has weak anticonvulsant properties, has been shown to potentiate the activity of several antiepileptic drugs but not phenytoin. Recently, studies have shown that N-(benzyloxycarbonyl)glycine (Z-glycine) antagonized seizures more than glycine in addition to possessing activity in the maximal
D M Lambert et al.
Neuroreport, 5(7), 777-780 (1994-03-21)
Although glycine does not cross easily the blood-brain barrier, it exhibits at very high doses (10-40 mmol kg-1) a modest anticonvulsant activity. In this study, carbamate derivatives--N-benzyloxycarbonylglycine (Z-glycine) and N,tert-butoxycarbonylglycine (Boc-glycine)--have been compared with glycine. Z-glycine (1 mmol kg-1), but
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service