N-METHOXYSUCCINYL-ALA-ALA-PRO-VAL P-NITROANILIDE Chemical Properties

Melting point:

203-205°C

Boiling point:

958.4±65.0 °C(Predicted)

Density 

1.297±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

DMF: 25 mg/mL, clear, light yellow

form 

Off-white solid

pka

13.29±0.20(Predicted)

color 

White to Off-White

Appearance

White Solid

Water Solubility 

water: 1mg/mL

BRN 

6266359

InChIKey

YEGSVRNITOBIRO-OSAZLGQLSA-N

SMILES

C(N)(=O)[C@H](C(C)C)N(C(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)CCC(OC)=O)C1=CC=C([N+]([O-])=O)C=C1

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

10-21

MSDS

• Language:English Provider:SigmaAldrich

N-METHOXYSUCCINYL-ALA-ALA-PRO-VAL P-NITROANILIDE Usage And Synthesis

Description

Proteinase 3 (PR3, myeloblastin) is a polymorphonuclear leukocyte serine proteinase that degrades matrix proteins including fibronectin, laminin, vitronectin, and collagen type IV to generate antimicrobial peptides. Neutrophil elastase is a serine proteinase that is secreted by neutrophils during inflammation to destroy pathogens. Evaluating these enzymes is helpful to understanding inflammatory autoimmune processes. MeOSuc-AAPV-pNA is a highly sensitive peptide substrate that is hydrolyzed by both human and mouse neutrophil elastase and PR3, but not cathepsin G or chymotrypsin. Enzyme activity can be quantified by colorimetric detection of free p-nitroanilide at 405 nm.

Uses

N-Methoxysuccinyl-Ala-Ala-Pro-Val p-Nitroanilide is a highly sensitive peptide substrate that is hydrolyzed by both human and mouse neutrophil elastase and PR3 but not cathespin.

References

[1] OLAF WIESNER . Differences between human proteinase 3 and neutrophil elastase and their murine homologues are relevant for murine model experiments[J]. FEBS Letters, 2005, 579 24: Pages 5305-5312. DOI: 10.1016/j.febslet.2005.08.056
[2] B. KORKMAZ. Discriminating between the Activities of Human Neutrophil Elastase and Proteinase 3 Using Serpin-derived Fluorogenic Substrates*[J]. The Journal of Biological Chemistry, 2002, 7 1: 39074-39081. DOI: 10.1074/jbc.m202918200

Sequene

MeOSuc-Ala-Ala-Pro-Val-pNA

N-METHOXYSUCCINYL-ALA-ALA-PRO-VAL P-NITROANILIDE(70967-90-7)Related Product Information

• Elastase
• Methoxysuccinyl-Ala-Ala-Pro-Val-p-nitroanilide, Methanol
• AC-ALA-ALA-ALA-PNA
• AC-ALA-ALA-PRO-ALA-PNA
• AC-ALA-ALA-PRO-VAL-PNA
• MEOSUC-LYS(2-PICOLINOYL)-ALA-PRO-VAL-PNA
• SUC-ALA-ALA-PRO-VAL-PNA
• H-VAL-PNA
• AC-ALA-PRO-ALA-PNA
• N-(4-AMINOPHENYL)-3-METHYLBUTANAMIDE
• N-METHOXYSUCCINYL-ALA-ALA-PRO-VAL P-NITROANILIDE
• SUC-ALA-ALA-PRO-ALA-PNA