M4765

N-Methoxysuccinyl-Ala-Ala-Pro-Val p-nitroanilide

elastase substrate, chromogenic, ≥98% (HPLC), powder

• Synonym(s): N-(Methoxysuccinyl)-L-alanyl-L-alanyl-L-prolyl-L-valine 4-nitroanilide, N-(Methoxysuccinyl)-Ala-Ala-Pro-Val 4-nitroanilide
• Empirical Formula (Hill Notation): C₂₇H₃₈N₆O₉
• CAS Number: 70967-90-7
• Molecular Weight: 590.63
• NACRES: NA.32
• PubChem Substance ID: 24896943
• UNSPSC Code: 12352204
• MDL number: MFCD00077137
• Beilstein/REAXYS Number: 6266359

Properties

• Product Name: N-Methoxysuccinyl-Ala-Ala-Pro-Val p-nitroanilide, elastase substrate
• InChI: 1S/C27H38N6O9/c1-15(2)23(26(38)30-18-8-10-19(11-9-18)33(40)41)31-25(37)20-7-6-14-32(20)27(39)17(4)29-24(36)16(3)28-21(34)12-13-22(35)42-5/h8-11,15-17,20,23H,6-7,12-14H2,1-5H3,(H,28,34)(H,29,36)(H,30,38)(H,31,37)/t16-,17-,20-,23-/m0/s1
• SMILES string: [H][C@]1(CCCN1C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)CCC(=O)OC)C(=O)N[C@@H](C(C)C)C(=O)Nc2ccc(cc2)[N+]([O-])=O
• InChI key: VLVGCNNWNUERRZ-OSAZLGQLSA-N
• assay: ≥98% (HPLC)
• form: powder
• solubility: DMF: soluble 25 mg/mL, clear, colorless to light yellow
• storage temp.: −20°C
• Quality Level: 300

Description

Application

MeO-SucAAPVpNA has been used to measure neutrophil elastase activity:

• in response to zinc supplementation using human and mice neutrophils in vitro[1]
• to determine the functional properties of aged neutrophils to assess their role in supporting metastasis[2]
• to determine the anti-elastase action of Sclerocarya birrea (A. Rich.) Hochst[3]

Biochem/physiol Actions

Human leukocyte elastase (HLE) is a serine proteinase associated with inflammation and tissue degradation.[4] It is one of the most destructive proteases and its role in the development of pulmonary emphysema has been investigated. This peptide is selectively hydrolyzed by HLE,[5] and other elastase of different species and cells. Cleavage of MeO-SucAPVVpNA by an elastase-like protease is critical for the synthesis of platelet-activating factor (PAF) induced by tumor necrosis factor-α (TNF-α) and interleukin-1α (IL-1α). The rate of enzymatic hydrolysis of the substrate is followed by the increase in absorbance due to the release of 4-nitroaniline. The absorbance is routinely measured at 400 nm or higher.

General description

Substrate for human leukocyte elastase.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)