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96260

Sigma-Aldrich

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:
1170-76-9
Molecular Weight:
356.37
Beilstein:
2182728
EC Number:
214-626-9
MDL number:
MFCD00037264
UNSPSC Code:
12352200
PubChem Substance ID:
57653752
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

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

Certificates of Analysis (COA)

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G Kuznetsov et al.
The Journal of biological chemistry, 267(6), 3932-3939 (1992-02-25)
HepG2 cells were employed as model system to investigate potential relationships between early protein processing and Ca2+ storage by the endoplasmic reticulum. Ca2+ was required for glycoprotein processing and export by intact cells. The processing and export of alpha 1-antitrypsin
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
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
L P Aiello et al.
Biochemistry, 25(13), 3944-3950 (1986-07-01)
Dipeptide substrates for metalloendoproteases have previously been shown to block biological processes requiring membrane fusion. Thus, we employed such compounds as potential inhibitors of the insulin-dependent activation of glucose transport in fat cells. This event is thought to involve vesicle
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
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