MeoSuc-Ala-Ala-Pro-Val-AMC

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MeoSuc-Ala-Ala-Pro-Val-AMC

MeoSuc-Ala-Ala-Pro-Val-AMC | 72252-90-5

Catelog Number A18-0015
Category Fluorescent Enzyme Substrates
Molecular Formula C31H41N5O9
Molecular Weight 627.7
Catalog Number Size Price Quantity
A18-0015 -- $--

Product Introduction

MeOSuc-AAPV-AMC is a fluorogenic substrate for human leukocyte and porcine pancreatic elastase. The methoxy succinyl (MeO-Suc) peptide AAPV is hydrolyzed by these elastases but not by cathepsin G. The addition of 7-amino-4-methylcoumarin (AMC) generates a peptide of low fluorescence (excitation: 355-380 nm; emission 440-460 nm) that demonstrates a linear increase in fluorescence intensity in the presence of elastase.

Chemical Information

Synonyms MeOSuc-AAPV-AMC;I 1270; Methoxy Succinyl-Ala-Ala-Pro-Val-AMC; N-(4-methoxy-1,4-dioxobutyl)-L-alanyl-L-alanyl-L-prolyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-valinamide
Purity ≥95% by HPLC
IUPAC Name methyl 4-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S)-3-methyl-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-oxobutanoate
Canonical SMILES CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)C(C(C)C)NC(=O)C3CCCN3C(=O)C(C)NC(=O)C(C)NC(=O)CCC(=O)OC
InChI InChI=1S/C31H41N5O9/c1-16(2)27(30(42)34-20-9-10-21-17(3)14-26(39)45-23(21)15-20)35-29(41)22-8-7-13-36(22)31(43)19(5)33-28(40)18(4)32-24(37)11-12-25(38)44-6/h9-10,14-16,18-19,22,27H,7-8,11-13H2,1-6H3,(H,32,37)(H,33,40)(H,34,42)(H,35,41)/t18-,19-,22-,27-/m0/s1
InChI Key CMEUDEVBFFPSEI-NFHWZJRKSA-N
Solubility Soluble in DMSO, DMF
Appearance White to Off-white Powder

Product Specification

Excitation 355-380 nm
Emission 440-460 nm
Storage Store at -20°C

Computed Properties

XLogP3 1
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 13
Exact Mass 627.29042790 g/mol
Monoisotopic Mass 627.29042790 g/mol
Topological Polar Surface Area 189Ų
Heavy Atom Count 45
Formal Charge 0
Complexity 1200
Isotope Atom Count 0
Defined Atom Stereocenter Count 4
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Patents

Publication NumberTitlePriority Date
EP-3929209-A1 Vasopressin-2 receptor antagonist peptides and uses thereof 2020-06-24
WO-2021102176-A2 Polypeptide inhibitors of neutrophil elastase activity and uses thereof 2019-11-21
JP-2023502508-A Polypeptide inhibitors of neutrophil elastase activity and uses thereof 2019-11-21
US-2022372111-A1 Polypeptide inhibitors of neutrophil elastase activity and uses thereof 2019-11-21
WO-2020150751-A2 Devices and methods for tissue and cell staining (ii) 2019-01-15
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