Need Assistance?
  • US & Canada:
    +
  • UK: +

Gly-Phe-pNA

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Substrate for dipeptidyl aminopeptidase I (cathepsin C).

Category
Functional Peptides
Catalog number
BAT-005028
CAS number
21027-72-5
Molecular Formula
C17H18N4O4
Molecular Weight
342.35
Gly-Phe-pNA
IUPAC Name
2-[(2-aminoacetyl)amino]-N-(4-nitrophenyl)-3-phenylpropanamide
Synonyms
Glycyl-L-phenylalanine p-nitroanilide
Appearance
Slightly yellowish to white powder
Purity
≥ 99% (TLC)
Melting Point
177-187 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C17H18N4O4/c18-11-16(22)20-15(10-12-4-2-1-3-5-12)17(23)19-13-6-8-14(9-7-13)21(24)25/h1-9,15H,10-11,18H2,(H,19,23)(H,20,22)/t15-/m0/s1
InChI Key
KNDZCZRECXTRHP-HNNXBMFYSA-N
Canonical SMILES
C1=CC=C(C=C1)CC(C(=O)NC2=CC=C(C=C2)[N+](=O)[O-])NC(=O)CN
1.Combined effect of the DeltaPhe or DeltaAla residue and the p-nitroanilide group on a didehydropeptides conformation.
Lisowski M1, Latajka R, Picur B, Lis T, Bryndal I, Rospenk M, Makowski M, Kafarski P. Biopolymers. 2008 Mar;89(3):220-34.
Two series of dehydropeptides of the general formulae Boc-Gly-X-Phe-p-NA, Boc-Gly-Gly-X-Phe-p-NA, Gly-X-Gly-Phe-p-NA.TFA, and Boc-Gly-X-Gly-Phe-p-NA, with X = Delta(Z)Phe and DeltaAla, were studied with NMR in DMSO and CDCl(3)-DMSO, and with CD in MeOH, MeCN, and TFE. The NMR spectra measured in DMSO suggest that peptides with the DeltaPhe residue next to Phe are folded whereas peptides with Gly between DeltaPhe and Phe are less ordered. NMR spectra of DeltaAla-containing peptides indicate that these peptides are flexible and their conformational equilibria are populated by many different conformations. The CD spectra show that conformational properties of the peptides studied are distinctly influenced by a mutual position of the dehydroamino acid residue and the p-NA group. They indicate that all dehydropeptides with the DeltaPhe residue, Boc-Gly-DeltaAla-Phe-p-NA, and Boc-Gly-Gly-DeltaAla-Phe-p-NA adopt ordered conformations in all solvents studied, presumably of the beta-turn type.
Online Inquiry
Verification code
Inquiry Basket