MeOSuc-Ala-Ala-Pro-Val-PNA

Base Information

• Chemical Name: MeOSuc-Ala-Ala-Pro-Val-PNA
• CAS No.: 70967-90-7
• Molecular Formula: C27H38 N6 O9
• Molecular Weight: 590.634
• Mol file: 70967-90-7.mol

Synonyms:AAPV-NA;MeO-Suc-Ala-Ala-Pro-Val-NA;N-methoxysuccinyl-Ala-Ala-Pro-Val-pNA;N-methoxysuccinyl-alanyl-alanyl-prolyl-valine-4-nitroanilide;N-methoxysuccinyl-alanyl-alanyl-prolyl-valine-p-nitroanilide

Chemical Property of MeOSuc-Ala-Ala-Pro-Val-PNA

Chemical Property:

• Vapor Pressure: 7.57E-34mmHg at 25°C
• Boiling Point: 908.4°C at 760 mmHg
• PKA: 13.29±0.20(Predicted)
• Flash Point: 503.2°C
• PSA: 208.83000
• Density: 1.297g/cm³
• LogP: 2.33450
• Storage Temp.: −20°C
• Solubility.: DMF: 25 mg/mL, clear, light yellow
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 13
• Exact Mass: 590.27002681
• Heavy Atom Count: 42
• Complexity: 1020

Purity/Quality:

97% ^*data from raw suppliers

N-Methoxysuccinyl-Ala-Ala-Pro-Val p-nitroanilide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(C(=O)NC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)C2CCCN2C(=O)C(C)NC(=O)C(C)NC(=O)CCC(=O)OC
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)NC2=CC=C(C=C2)[N+](=O)[O-])NC(=O)CCC(=O)OC
• 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.

Technology Process of MeOSuc-Ala-Ala-Pro-Val-PNA

There total 6 articles about MeOSuc-Ala-Ala-Pro-Val-PNA which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3-carboxypropanoyl-alanyl-alanyl-prolyl-valine p-nitroanilide (72682-76-9) → N-3-carbomethoxypropanoyl-alanyl-alanyl-prolyl-valine p-nitroanilide (70967-90-7)

Guidance literature:

In methanol; diethyl ether; for 0.0833333h; Ambient temperature;

Reference yield:

benzyloxycarbonyl-L-alanyl-L-alanine (16012-70-7) → N-3-carbomethoxypropanoyl-alanyl-alanyl-prolyl-valine p-nitroanilide (70967-90-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 71 percent / 24 h / Ambient temperature

2: 69 percent / 1N NaOH / dioxane / 24 h / Ambient temperature

3: 73 percent / N-ethylmorpholine, isobutyl chloroformate / tetrahydrofuran / 1 h / -15 - 20 °C

4: HBr / trifluoroacetic acid

5: 70 percent / acetonitrile / 24 h

6: 88 percent / methanol; diethyl ether / 0.08 h / Ambient temperature

With N-ethylmorpholine;; sodium hydroxide; hydrogen bromide; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; acetonitrile; trifluoroacetic acid;

Reference yield:

N-carbpbenzoxy-alanine pentafluorophenyl ester (90105-39-8) → N-3-carbomethoxypropanoyl-alanyl-alanyl-prolyl-valine p-nitroanilide (70967-90-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / 1N NaOH / dioxane / 24 h / Ambient temperature

2: 73 percent / N-ethylmorpholine, isobutyl chloroformate / tetrahydrofuran / 1 h / -15 - 20 °C

3: HBr / trifluoroacetic acid

4: 70 percent / acetonitrile / 24 h

5: 88 percent / methanol; diethyl ether / 0.08 h / Ambient temperature

With N-ethylmorpholine;; sodium hydroxide; hydrogen bromide; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; acetonitrile; trifluoroacetic acid;

upstream raw materials:

diazomethane

3-carboxypropanoyl-alanyl-alanyl-prolyl-valine p-nitroanilide

benzyloxycarbonyl-L-alanyl-L-alanine

N-carbpbenzoxy-alanine pentafluorophenyl ester

Downstream raw materials:

4-nitro-aniline

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