GELATINASE A

Base Information

• Chemical Name: GELATINASE A
• CAS No.: 193807-58-8
• Molecular Formula: C21H19NO4S
• Molecular Weight: 381.452
• Mol file: 193807-58-8.mol

Synonyms:(2R)-2-[(4-Biphenylylsulfonyl)amino]-3-phenylpropionic acid;(2R)-2-[(biphenyl-4-yl-sulfonyl)amino]-3-phenylpropionic acid;(R)-2-(Biphenyl-4-sulfonylamino)-3-phenyl-propionic acid;(2R)-2-[(4-biphenylsulfonyl)amino]-3-phenylpropionic acid;

Chemical Property of GELATINASE A

Chemical Property:

• Melting Point: 146 - 147 °C (hexane)
• PSA: 91.85000
• LogP: 4.79950
• Storage Temp.: 2-8°C
• Solubility.: ≤25mM in DMSO

Purity/Quality:

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

MMP-2 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: B,Xi
• Statements: 36/37/38-42
• Safety Statements: 23-26-36-24/25

MSDS Files:

Useful:

• Uses: Matrix metalloproteinase-2 (MMP2) human has been used:As a standard in zymography to measure gelatinolytic activity of MMP2.In enzymatic method for dissociation of brain tissue to single cells.

Technology Process of GELATINASE A

There total 8 articles about GELATINASE A 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: 100.0%

C25H27NO4S (1469273-31-1) → ([1,1'-biphenyl]-4-ylsulfonyl)-D-phenylalanine (193807-58-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/chem.201300817

Reference yield: 99.0%

(R)-2-(Biphenyl-4-sulfonylamino)-3-phenyl-propionic acid benzyl ester (193810-34-3) → ([1,1'-biphenyl]-4-ylsulfonyl)-D-phenylalanine (193807-58-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; for 0.416667h;

DOI:10.1021/jm9707582

Reference yield: 99.0%

methyl ([1,1'-biphenyl]-4-ylsulfonyl)-D-phenylalaninate → ([1,1'-biphenyl]-4-ylsulfonyl)-D-phenylalanine (193807-58-8)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 55 ℃; for 4h;

DOI:10.1039/c4cc09921d

upstream raw materials:

(R)-2-(Biphenyl-4-sulfonylamino)-3-phenyl-propionic acid benzyl ester

4-diphenylsulfonyl chloride

D-phenylalanine tert-butyl ester

C₂₅H₂₇NO₄S

Downstream raw materials:

(2R)-[(4-biphenylylsulfonyl)amino]-N-hydroxy-3-phenylpropionamide

(R)-N-Benzyloxy-2-(biphenyl-4-sulfonylamino)-3-phenyl-propionamide

Refernces

• 1、 Matsuo, Kazuya,Kamada, Rui,Mizusawa, Keigo,Imai, Hirohiko,Takayama, Yuki,Narazaki, Michiko,Matsuda, Tetsuya,Takaoka, Yousuke,Hamachi, Itaru. "Specific detection and imaging of enzyme activity by signal-amplifiable self-assembling 19Fa MRI probes". . p. 12875 - 12883. Retrieved 2013/10/01.
• 2、 Tamura, Yoshinori,Watanabe, Fumihiko,Nakatani, Takuji,Yasui, Ken,Fuji, Masahiro,Komurasaki, Tadafumi,Tsuzuki, Hiroshige,Maekawa, Ryuji,Yoshioka, Takayuki,Kawada, Kenji,Sugita, Kenji,Ohtani, Mitsuaki. "Highly selective and orally active inhibitors of type IV collagenase (MMP-9 and MMP-2): N-sulfonylamino acid derivatives". . p. 640 - 649. Retrieved 2007/10/03.