96260
Z-Gly-Phe
≥99.0%
Synonym(s):
Z-glycyl-L-phenylalanine
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About This Item
Linear Formula:
C6H5CH2OOCNHCH2CONHCH(CH2C6H5)COOH
CAS Number:
Molecular Weight:
356.37
Beilstein:
2182728
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
Assay
≥99.0%
form
powder
optical activity
[α]20/D +40±1°, c = 2.5% in ethanol
reaction suitability
reaction type: solution phase peptide synthesis
mp
125-132 °C
application(s)
peptide synthesis
SMILES string
OC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)OCc2ccccc2
InChI
1S/C19H20N2O5/c22-17(12-20-19(25)26-13-15-9-5-2-6-10-15)21-16(18(23)24)11-14-7-3-1-4-8-14/h1-10,16H,11-13H2,(H,20,25)(H,21,22)(H,23,24)/t16-/m0/s1
InChI key
FLGYJBNDDWLTQR-INIZCTEOSA-N
Other Notes
Z-protected dipeptide employed in the Anteunis′ test to determine racemization in peptide coupling[1]
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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M Roth et al.
Clinica chimica acta; international journal of clinical chemistry, 135(1), 65-71 (1983-11-30)
A method has been designed for the assay of pancreatic carboxypeptidase A in blood serum. It uses Z-Gly-Phe as the substrate and fluorimetric determination of the released phenylalanine in an amino acid analyser, which yields a measure of free carboxypeptidase
T J Wheeler
Biochimica et biophysica acta, 979(3), 331-340 (1989-03-13)
Three compounds which inhibit glucose transport in rat adipocytes have been proposed to act directly on the glucose transporter protein. We tested these proposals by examining the effects of the compounds on the stereospecific glucose uptake catalyzed by adipocyte membrane
J L Roe et al.
Experimental cell research, 181(2), 542-550 (1989-04-01)
Metalloendoproteases have been implicated in a variety of fusion processes including plasma membrane fusion and exocytosis. As a prerequisite to skeleton formation in the sea urchin embryo, primary mesenchyme cells undergo fusion via filopodia to form syncytia. The spicule is
M A Phillips et al.
Biochemistry, 31(4), 959-963 (1992-02-04)
A new strategy of potentially broad application for probing transition-state (TS) analogy in enzymatic systems is described in this paper. The degree to which a series of phosphonate inhibitors act as TS analogues of rat carboxypeptidase A1 has been determined
P A Bartlett et al.
Biochemistry, 21(7), 1608-1611 (1982-03-30)
Carbobenzoxythioglycyl-L-phenylalanine [CbzNHCH2C(==S)Phe, Z-Glys-Phe] was synthesized as thioamide analogue of Z-Gly-Phe, a known substrate of carboxypeptidase A (CPA). By use of a ninhydrin-based assay and Z-Gly-Gly-Phe as the substrate, Z-Glys-Phe was shown to be a weak competitive inhibitor of CPA (Ki
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