MMP-2/MMP-9 SUBSTRATE II

Base Information

• Chemical Name: MMP-2/MMP-9 SUBSTRATE II
• CAS No.: 98992-65-5
• Molecular Formula: C₃₁H₅₃N₅O₈S
• Molecular Weight: 655.857
• Mol file: 98992-65-5.mol

Synonyms:MMP-2/MMP-9 SUBSTRATE II;MMP COLORIMETRIC SUBSTRATE I;AC-PLG-SCH[CH2CH(CH3)2]-CO-LG-OC2H5;GELATINASE A/GELATINASE B SUBSTRATE II;AC-PRO-LEU-GLY-SCH[CH2CH(CH3)2]-CO-LEU-GLY-OC2H5;AC-PRO-LEU-GLY-(2-MERCAPTO-4-METHYLPENTANOYL)-LEU-GLY-OET;AC-PRO-LEU-GLY-[(S)-2-MERCAPTO-4-METHYL-PENTANOYL]-LEU-GLY-OET;Glycine, 1-acetyl-L-prolyl-L-leucylglycyl-2-mercapto-4-methylpentanoyl-L-leucyl-, ethyl ester;ethyl 2-[[(2S)-2-[[(2S)-2-[2-[[(2S)-2-[[(2S)-1-acetylpyrrolidine-2-carbonyl]amino]-4-methylpentanoyl]amino]acetyl]sulfanyl-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]acetate

Chemical Property of MMP-2/MMP-9 SUBSTRATE II

Chemical Property:

• PSA: 205.38000
• LogP: 3.03060
• Storage Temp.: -20°C

Purity/Quality:

99% ^*data from raw suppliers

Ac-Pro-Leu-Gly-[()-2-mercapto-4-methyl-pentanoyl]-Leu-Gly-OEt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of MMP-2/MMP-9 SUBSTRATE II

There total 10 articles about MMP-2/MMP-9 SUBSTRATE II 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:

acetyl-L-prolyl-L-leucylglycine (89626-38-0) + (R)-N-<(2-mercaptoisopentyl)carbonyl>-L-leucylglycine ethyl ester (122900-73-6) → (R)-N-<2-<(N-acetyl-L-prolyl-L-leucylglycyl)thio>-1-oxoisopentyl>-L-leucylglycine ethyl ester (122999-40-0,98992-65-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 4 ℃; for 12h;

DOI:10.1021/jm00163a044

Reference yield:

acetyl-L-prolyl-L-leucylglycine (89626-38-0) + (S)-N-<(2-mercaptoisopentyl)carbonyl>-L-leucylglycine ethyl ester (98992-75-7) → (S)-N-<2-<(N-acetyl-L-prolyl-leucylglycyl)thio>-1-oxoisopentyl>-L-leucylglycine ethyl ester (99828-55-4,98992-65-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 4 ℃; for 12h;

DOI:10.1021/jm00163a044

Reference yield:

(R)-leucine (328-38-1,21675-61-6,25248-98-0,70-45-1) → (R)-N-<2-<(N-acetyl-L-prolyl-L-leucylglycyl)thio>-1-oxoisopentyl>-L-leucylglycine ethyl ester (122999-40-0,98992-65-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 57 percent / 6 N HBr, NaNO₃ / 14 h / 4 °C

2: 64 percent / conc. aq. KOH / ethanol / 1.) reflux, 20 min, 2.) RT, 3 h

3: N-ethylmorpholine, DCC / dimethylformamide / 20 h / 4 °C

4: 58 percent / 0.5 N NaOEt / ethanol / 0.33 h / Ambient temperature

5: DCC, 4-(dimethylamino)pyridine / dimethylformamide / 12 h / 4 °C

With N-ethylmorpholine;; dmap; potassium hydroxide; sodium nitrate; hydrogen bromide; sodium ethanolate; dicyclohexyl-carbodiimide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00163a044

upstream raw materials:

acetyl-L-prolyl-L-leucylglycine

(R)-N-<(2-mercaptoisopentyl)carbonyl>-L-leucylglycine ethyl ester

(R)-leucine

(R)-2-bromo-4-methylpentanoic acid

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