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Chemical structure of Mca-Arg-Pro-Lys-Pro-Tyr-Ala-Nva-Trp-Met-Lys(Dnp)-NH₂

GA23176

Mca-Arg-Pro-Lys-Pro-Tyr-Ala-Nva-Trp-Met-Lys(Dnp)-NH₂

Also known as (2S)-1-[6-amino-2-[[(2S)-1-[(2S)-5-carbamimidamido-2-[[2-(7-methoxy-2-oxochromen-4-yl)acetyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-6-(2,4-dinitroanilino)-1-oxohexan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]pyrrolidine-2-carboxamide

The FRET substrate Mca-RPKPYA-Nva-WMK(Dnp)-amide was hydrolyzed 60 times more rapidly by stromelysin 1 (MMP-3) (kcat/Km= 59400 M⁻¹s⁻¹) than by interstitial collagenase (MMP-1)· However, it showed little discrimination between MMP-3, gelatinase A (MMP-2) (kcat/Km= 54000 M⁻¹s⁻¹), and gelatinase B (MMP-9) (kcat/Km= 55300 M⁻¹s⁻¹)· Metalloelastase (MMP-12) digested this fluorogenic substrate with a kcat/Km of 243000 M⁻¹s⁻¹

ChemicalCAS158584-08-8MW1656.89FormulaC79H105N19O19S
CAS number
158584-08-8
Molecular weight
1656.89
Formula
C79H105N19O19S
Solubility
Soluble in DMSO
InChIKey
PMQNLFGGVGXOSM-QRQUECDASA-N
Catalogue number
GA23176
Brand
GLPBIO
Computed properties PubChem CID 16131107 · XLogP 4.3 · TPSA 605 Ų · H-bond donors 16
XLogP
4.3
TPSA
605 Ų
H-bond donors
16
H-bond acceptors
23
Rotatable bonds
45
Heavy atoms
118

SMILES CCC[C@@H](C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCCNC3=C(C=C(C=C3)[N+](=O)[O-])[N+](=O)[O-])C(=O)N)NC(=O)[C@H](C)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@@H]5CCCN5C(=O)C(CCCCN)NC(=O)[C@@H]6CCCN6C(=O)[C@H](CCCNC(=N)N)NC(=O)CC7=CC(=O)OC8=C7C=CC(=C8)OC

Computed descriptors from PubChem (CID 16131107), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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