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Carbobenzoxyglycyl-prolyl-arginine-4-nitroanilide

HCID 128334
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Basic information

CAS
66648-35-9
Standard SMILES
NC(N)=NCCC[C@H](Nc1ccc([N+](=O)[O-])cc1)C(=O)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)OCc1ccccc1
InChIKey
MVFKEZJRNZUQPK-VXKWHMMOSA-N
Molecular formula
C27H34N8O7
Average molar mass
582.6 g/mol
Monoisotopic mass
582.25504545

Overview

chromogenic aminopeptidase substrate

Names & identifiers

Preferred name
Carbobenzoxyglycyl-prolyl-arginine-4-nitroanilide
IUPAC
benzyl N-[2-[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-(4-nitroanilino)pentanoyl]carbamoyl]pyrrolidin-1-yl]-2-oxoethyl]carbamate
English name
Z-GLY-PRO-ARG-PNA
Molecular formula
C27H34N8O7
Molecular weight
582.61

Names & synonyms

Cbz-gly-pro-arg-p-NADTXSID30985230Carbobenzoxyglycyl-prolyl-arginine-4-nitroanilideRefChem:123531DTXCID10141242766648-35-9benzyl N-[2-[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-(4-nitroanilino)pentanoyl]carbamoyl]pyrrolidin-1-yl]-2-oxoethyl]carbamateL-Argininamide, N-((phenylmethoxy)carbonyl)glycyl-L-prolyl-N-(4-nitrophenyl)-N-[(Benzyloxy)carbonyl]glycyl-N-[(2S)-5-(carbamimidoylamino)-2-(4-nitroanilino)pentanoyl]-L-prolinamideZ-GPR-pNAZ-GLY-PRO-ARG-PNACbz-Gly-Pro-Arg-pNA
Show more names
Z-Gly-Pro-Arg-pNA acetateL-Argininamide, N-[(phenylmethoxy)carbonyl]glycyl-L-prolyl-N-(4-nitrophenyl)- (9CI)

Database identifiers

CAS
66648-35-9

Properties

Computed structural properties

XLogP
1.4
Topological polar surface area
227 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
9
Rotatable bonds
13
Heavy atoms
42
Formal charge
0
Complexity
970

Physicochemical properties

Density
1.439 · 1.439±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp.
-20 °C · -20°C
solubility
20 mg/mL, · methanol: 20mg/mL, clear, colorless to light yellow
form
powder
pka
11.344 · 11.344±0.46(predicted)
Sequence
{Z-Gly}-Pro-Arg-{pNA}
InChIKey
FPMAXHHYPVIJMC-VROPFNGYSA-N
SMILES
CC(O)=O.NC(=N)NCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)OCc2ccccc2)C(=O)Nc3ccc(cc3)[N+]([O-])=O
UNSPSC Code
12352204 · 12352204
NACRES
32 · NA.32
PPE
95 · Eyeshields, Gloves, type N95 (US)
WGK Germany
3 · 3
Storage Class
11 · 11 - Combustible Solids

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
Storage Class
11 - Combustible Solids

Chemistry & industry

Applications · 1 item

UsesZ-Gly-Pro-Arg p-nitroanilide acetate salt has been used as a substrate in prostate-specific antigen (PSA) activation protease assay for determining enterokinase-PSA-trypsin (EK-PSA-TRP) activity and to perform kinetic experiments. It has also been used as a substrate to measure the pancreatic trypsin activity chromogenically.

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
PubChem CID
128334
DTXSID
DTXSID30985230