1947-37-1

Basic information

• Product Name: TETRAGASTRIN
• Synonyms: (3S)-3-[[(1S)-1-carbamoyl-2-phenyl-ethyl]carbamoyl]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-phenylmethoxycarbonylamino-propanoyl]amino]-4-methylsulfanyl-butanoyl]amino]propanoic acid;4-7-Cholecystokinin-7 (swine) (9CI);Alaninamide, L-tryptophyl-L-methionyl-L-aspartylphenyl- (7CI);Alaninamide, L-tryptophyl-L-methionyl-L-aspartylphenyl-, L- (8CI);Cholecystokinin C-terminal tetrapeptide;Cholecystokinin(36-39);L-Phenylalaninamide, L-tryptophyl-L-methionyl-L-a-aspartyl-;Cholecystokinin fragment 30-33 amide
• CAS NO: 1947-37-1
• Molecular Formula: C₂₉H₃₆N₆O₆S
• Molecular Weight: 730.83
• Mol File: 1947-37-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 185-195 °C
• Boiling Point: 1159.2°Cat760mmHg
• Flash Point: 654.8°C
• Appearance: /
• Density: 1.341g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.643
• Storage Temp.: ?20°C
• PKA: 4.19±0.10(Predicted)
• CAS DataBase Reference: TETRAGASTRIN(CAS DataBase Reference)
• NIST Chemistry Reference: TETRAGASTRIN(1947-37-1)
• EPA Substance Registry System: TETRAGASTRIN(1947-37-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1947-37-1(Hazardous Substances Data)

Usage

Uses

Cholecystokinin Fragment 30-33 Amide can be used for inactivating the CCK8 antiserum. The product can also be used as an antigen utilized in absorption control for testing the specificity of antisera.

Hazard

Moderately toxic by ingestion

Biochem/physiol Actions

Cholecystokinin Fragment 30-33 Amide also referred to as CCK-4 or Trp-Met-Asp-Phe amide is a peptide fragment derived from peptide hormone cholecystokinin. CCK-4 is a panicogenic agent that induces panic attacks in humans. This property of the compound can be used in scientific research for testing the new anxiolytic drugs.

InChI:InChI=1/C29H36N6O6S/c1-42-12-11-22(33-27(39)20(30)14-18-16-32-21-10-6-5-9-19(18)21)28(40)35-24(15-25(36)37)29(41)34-23(26(31)38)13-17-7-3-2-4-8-17/h2-10,16,20,22-24,32H,11-15,30H2,1H3,(H2,31,38)(H,33,39)(H,34,41)(H,35,40)(H,36,37)/t20-,22-,23-,24-/m0/s1

Upstream product

• 5241-58-7 L-Phenylalanine amide 
• 97586-87-3 H-Trp-Met-Asp-OH 
• 86061-01-0 tert-butyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-pentafluorophenyl L-aspartate 
• 86069-87-6 N-α-fluorenylmethoxycarbonyl-L-tryptophan pentafluorophenyl ester 
• 86060-92-6 N-α-Fmoc-L-phenylalanine pentafluorophenyl ester 
• 86060-94-8 N-α-Fmoc-L-methionine pentafluorophenyl ester 
• 110592-11-5 Boc-Trp(Mts)-Met-Asp(OMen)-Phe-NH₂ 
• 35144-91-3 C₂₉H₃₅N₅O₇S 
• 110575-52-5 Boc-Trp(Mts)-Met(O)-Asp(OMen)-Phe-NH₂ 
• 110575-51-4 Z(OMe)-Met(O)-Asp(OMen)-Phe-NH₂ 
• 110575-50-3 (S)-3-tert-Butoxycarbonylamino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 13139-14-5 Boc-Trp-OH 
• 123197-15-9 Boc-Trp-Met-Asp-OH 
• 103802-00-2 Boc-Met-Asp-OH 

Downstream Products

• 1032744-64-1 1-chloromethyl-5-hydroxy-3-(5,6,7-trimethoxyindole-2-carbonyl)-2,3-dihydro-1H-benz[e]indole-7-carboxylic acid [β-alanyl-L-tryptophyl-L-methionyl-L-aspartyl-L-phenylalanineamidyl] amide 
• 21438-63-1 Trp-Met 
• 97586-87-3 H-Trp-Met-Asp-OH 

Relevant articles and documents

Enzymatic C-terminal amidation of amino acids and peptides

Herein, we describe two versatile and high yielding enzymatic approaches for the conversion of semi-protected amino acid and peptidyl C-terminal α-carboxylic acids into their corresponding amides. In the first approach, the lipase Candida antarctica lipase-B (Cal-B), and in the second approach, the protease Subtilisin A, are used, respectively. We found that by using the ammonium salt of the α-carboxylic acid instead of separate ammonia sources, the enzymatic amidation reactions proceeded much faster without side reactions and gave near to quantitative yields of products.

Thermolysin-catalyzed synthesis of peptide amides

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Alternative Synthesis of the Carboxyl Terminal Tetrapeptide Amide of Cholecystokinin by Means of Proteases

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