Succinyl-trialanine-4-nitroanilide

Base Information

• Chemical Name: Succinyl-trialanine-4-nitroanilide
• CAS No.: 52299-14-6
• Molecular Formula: C19H25N5O8
• Molecular Weight: 451.436
• Hs Code.: 29242990
• European Community (EC) Number: 257-823-5
• UNII: 9MJ6NSX3KJ
• DSSTox Substance ID: DTXSID10200317
• Wikidata: Q27272748
• Mol file: 52299-14-6.mol

Synonyms:3-carboxypropionyl-alanyl-alanyl-alanyl-4-nitroanilide;3-carboxypropionyl-trialanine-p-nitroanilide;N-succinyl-L-trialanine p-nitroanilide;SANA;SLAPN;suc(Ala)3-p-NA;Suc-Ala(3)-NA;Suc-Ala(3)-Nan;Suc-Ala-Ala-Ala-p-nitroanilide;succinyl(Ala)3-p-nitroanilide;succinyl-alanyl-alanyl-alanine-p-nitroanilide;succinyl-trialanine-4-nitroanilide;succinyl-trialanine-p-nitroanilide;succinyltrialanine-p-nitroanilide;trianiline-4-nitroanilide

Chemical Property of Succinyl-trialanine-4-nitroanilide

Chemical Property:

• Appearance/Colour: White Solid.
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 923.5 °C at 760 mmHg
• PKA: 4.69±0.10(Predicted)
• Flash Point: 512.3 °C
• PSA: 199.52000
• Density: 1.37 g/cm³
• LogP: 1.68110
• Storage Temp.: 2-8°C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 451.17031277
• Heavy Atom Count: 32
• Complexity: 730

Purity/Quality:

98%,99%, ^*data from raw suppliers

Suc-Ala-Ala-Ala-pNA ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NC(C)C(=O)NC(C)C(=O)NC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)CCC(=O)O
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)NC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)CCC(=O)O
• Uses: Substrate for Elastase. N-Succinyl-Ala-Ala-Ala-p-nitroanilide has been used as a substratefor screening elastase activity in lyophilized earthworm fibrinolytic enzymesfor quantifying elastase activity in sheep milkin screening honeybee inhibitors in serine protease inhibition assay

Technology Process of Succinyl-trialanine-4-nitroanilide

There total 5 articles about Succinyl-trialanine-4-nitroanilide 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:

benzyl ((S)-1-(((S)-1-hydrazinyl-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)carbamate (2483-52-5) → N-succinyl-L-alanyl-L-alanyl-L-alanine 4-nitroanilide (52299-14-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) NaNO₂, 20percent HCl

2: 36percent HBr, Zeolit G (OH form) / acetic acid / 1 h / Ambient temperature

3: dimethylformamide

With hydrogenchloride; Zeolit G (OH form); hydrogen bromide; sodium nitrite; In acetic acid; N,N-dimethyl-formamide;

Reference yield:

L-alanine-p-nitroanilide (1668-13-9,26017-82-3,26432-41-7,77286-89-6) → N-succinyl-L-alanyl-L-alanyl-L-alanine 4-nitroanilide (52299-14-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) NaNO₂, 20percent HCl

2: 36percent HBr, Zeolit G (OH form) / acetic acid / 1 h / Ambient temperature

3: dimethylformamide

With hydrogenchloride; Zeolit G (OH form); hydrogen bromide; sodium nitrite; In acetic acid; N,N-dimethyl-formamide;

Reference yield:

Z-Ala-Ala-Ala-pNA (52357-40-1) → N-succinyl-L-alanyl-L-alanyl-L-alanine 4-nitroanilide (52299-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 36percent HBr, Zeolit G (OH form) / acetic acid / 1 h / Ambient temperature

2: dimethylformamide

With Zeolit G (OH form); hydrogen bromide; In acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

succinic acid anhydride

L-Ala-L-Ala-L-Ala-pNA

benzyl ((S)-1-(((S)-1-hydrazinyl-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)carbamate

L-alanine-p-nitroanilide

Downstream raw materials:

4-nitro-aniline

L-alanine-p-nitroanilide

N-succinyl-Ala-Ala

Refernces

• 1、 Kasafirek, Evzen,Fric, Premysl,Slaby, Jan. "ROLE OF AMINO ACID RESIDUES IN CHROMOGENIC SUBSTRATES CLEAVED BY PANCREATIC ELASTASE". . p. 1625 - 1633. Retrieved 2007/10/02.