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Chemical structure of 6-(7-Nitro-benzo[2,1,3]oxadiazol-4-ylamino)-hexanoyl-Arg-Pro-Lys-Pro-Leu-Ala-Nva-Trp-Lys((7-dimethylaminocoumarin-4-yl)-acetyl)-NH2

GA20442

6-(7-Nitro-benzo[2,1,3]oxadiazol-4-ylamino)-hexanoyl-Arg-Pro-Lys-Pro-Leu-Ala-Nva-Trp-Lys((7-dimethylaminocoumarin-4-yl)-acetyl)-NH2

Also known as (2S)-1-[(2S)-6-amino-2-[[(2S)-1-[(2S)-5-(diaminomethylideneamino)-2-[6-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanoylamino]pentanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-6-[[2-[7-(dimethylamino)-2-oxochromen-4-yl]acetyl]amino]-1-oxohexan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

NBD-Arg-Pro-Lys-Pro-Leu-Ala-Nva-Trp-Lys(DMC)-NH? (NBD-RPKPLA-Nva-WK(DMC) amide) is an excellent fluorogenic substrate for hydrolysis of the matrix metalloproteinase stromelysin (MMP-3)· This FRET substrate exhibits high sensitivity and improves accuracy at lower substrate turnover· It has a kcat/Km value of 2·14 x 10? M?¹s?¹ and can be easily detected at 350 nm (excitation) and 465 nm (emission)· Therefore this compound is a suitable tool for high-throughput inhibitor screening

ChemicalCAS945414-97-1MW1598.87FormulaC78H111N21O16
CAS number
945414-97-1
Molecular weight
1598.87
Formula
C78H111N21O16
Solubility
Soluble in DMSO
InChIKey
SCMRYUWYMBCNED-AHVFAWDSSA-N
Catalogue number
GA20442
Brand
GLPBIO
Computed properties PubChem CID 137199812 · XLogP 3 · TPSA 549 Ų · H-bond donors 14
XLogP
3
TPSA
549 Ų
H-bond donors
14
H-bond acceptors
22
Rotatable bonds
45
Heavy atoms
115

SMILES CCC[C@@H](C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCCCNC(=O)CC3=CC(=O)OC4=C3C=CC(=C4)N(C)C)C(=O)N)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]5CCCN5C(=O)[C@H](CCCCN)NC(=O)[C@@H]6CCCN6C(=O)[C@H](CCCN=C(N)N)NC(=O)CCCCCNC7=CC=C(C8=NON=C78)[N+](=O)[O-]

Computed descriptors from PubChem (CID 137199812), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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