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Nph-peptide

HCID 3036249
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Basic information

CAS
84311-50-2
Standard SMILES
CCCC[C@H](NC=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCC)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCCCNC(=O)CCCCCNc1ccc(N=[N+]=[N-])cc1[N+](=O)[O-])C(=O)O
InChIKey
KPHWFSOLBPULFR-FQEQRRFLSA-N
Molecular formula
C55H78N12O12
Average molar mass
1,099.3 g/mol
Monoisotopic mass
1,098.58621597

Overview

used for photoaffinity labeling of N-formyl peptide receptor site of intact human polymorphonuclear leukocytes; structure given in first source

Names & identifiers

Preferred name
Nph-peptide
IUPAC
(2S)-6-[6-(4-azido-2-nitroanilino)hexanoylamino]-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-formamidohexanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoyl]amino]hexanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]hexanoic acid
English name
NPH-peptide
Molecular formula
C55H78N12O12
Molecular weight
1099.3

Names & synonyms

Nph-peptide84311-50-2DTXSID40233279N-Formyl-nle-leu-phe-nle-tyr-N-epsilon-(6-(4'azido-2'-nitrophenylamino)hexanoyl)lysN-Formyl-norleucyl-leucyl-phenylalanyl-norleucyl-tyrosyl-N-epsilon-(6-(4'-azido-2'-nitrophenylamino)hexanoyl)lysineL-Lysine, N6-(6-((4-azido-2-nitrophenyl)amino)-1-oxohexyl)-N2-(N-(N-(N-(N-(N-formyl-L-norleucyl)-L-leucyl)-L-phenylalanyl)-L-norleucyl)-L-tyrosyl)-RefChem:166905DTXCID90155770(2S)-6-[6-(4-azido-2-nitroanilino)hexanoylamino]-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-formamidohexanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoyl]amino]hexanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]hexanoic acidN-Formyl-nle-leu-phe-nle-125-I-tyr-lys-N-epsilon-6-(4'azido-2'-nitrophenylamino)hexanoateN6-(6-((4-azido-2-nitrophenyl)amino)hexanoyl)-N2-(((S)-2-((S)-2-((S)-2-((S)-2-formamidohexanamido)-4-methylpentanamido)-3-phenylpropanamido)hexanoyl)-L-tyrosyl)-L-lysineorb1983701
Show more names
SCHEMBL29598768TP2395N-Formyl-L-norleucyl-L-leucyl-L-phenylalanyl-L-norleucyl-L-tyrosyl-N~6~-[6-(4-azido-2-nitroanilino)hexanoyl]-L-lysine

Properties

Computed structural properties

XLogP
9.3
Topological polar surface area
333 Ų
Hydrogen bond donors
10
Hydrogen bond acceptors
15
Rotatable bonds
37
Heavy atoms
79
Formal charge
0
Complexity
1,960

Chemistry & industry

Applications

DescriptionNph-peptide is used for photoaffinity labeling of N-formyl peptide receptor site of intact human polymorphonuclear leukocytes.

Related reactions

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Compound notes

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Database identifiers

CAS
84311-50-2
PubChem CID
3036249
DTXSID
DTXSID40233279