5022-65-1

Basic information

• Product Name: H-TRP-NH2 HCL
• Synonyms: H-TRP-NH2 HCL;H-L-TRP-NH2 HCL;L-TRYPTOPHANAMIDE HCL;L-TRYPTOPHAN AMIDE HYDROCHLORIDE;TRYPTOPHAN-NH2 HCL;(S)-alpha-amino-1H-indole-3-propionamide monohydrochloride;Trp-NH2 HCl;L-TRYPTOPHANE AMIDE HYDROCHLORIDE
• CAS NO: 5022-65-1
• Molecular Formula: C₁₁H₁₃N₃O*ClH
• Molecular Weight: 239.7
• EINECS: 225-708-9
• Product Categories: Amino Acids and Derivatives;Amino Acids 13C, 2H, 15N;Amino hydrochloride;Amino Acids & Derivatives;Amino Acids;I - Z;Modified Amino Acids;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 5022-65-1.mol

Chemical Properties

• Melting Point: 250 °C
• Boiling Point: 498.7°Cat760mmHg
• Flash Point: 255.4°C
• Appearance: /Solid
• Density: g/cm³
• Vapor Pressure: 4.44E-10mmHg at 25°C
• Refractive Index: 25 ° (C=1, H2O)
• Storage Temp.: 2-8°C
• Solubility: Methanol, Water
• CAS DataBase Reference: H-TRP-NH2 HCL(CAS DataBase Reference)
• NIST Chemistry Reference: H-TRP-NH2 HCL(5022-65-1)
• EPA Substance Registry System: H-TRP-NH2 HCL(5022-65-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 5022-65-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
H-TRP-NH2 HCL is used as a substrate for studying the action of aminopeptidase enzyme, which plays a crucial role in the breakdown of proteins in the body. This application is particularly relevant in the development of drugs targeting proteolytic enzymes and understanding their mechanisms of action.
Used in Biochemical Analysis:
As an amino acid amide, H-TRP-NH2 HCL can be employed in biochemical analysis to investigate the activity and specificity of various peptidases, which are enzymes that break down peptide bonds in proteins and peptides.
Used in Chemical Synthesis:
H-TRP-NH2 HCL can also be utilized as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other bioactive molecules, taking advantage of its unique chemical properties and reactivity.

InChI:InChI=1/C11H13N3O.ClH/c12-9(11(13)15)5-7-6-14-10-4-2-1-3-8(7)10;/h1-4,6,9,14H,5,12H2,(H2,13,15);1H/t9-;/m0./s1

Upstream product

• 6159-33-7 L-tryptophan hydrochloride 
• 20696-64-4 N-Carbobenzoxy-L-tryptophanamide 
• 7432-21-5 N-carbobenzyloxy-L-tryptophane 
• 67607-61-8 tryptophanamide hydrochloride 
• 13139-14-5 Boc-Trp-OH 
• 62549-92-2 Boc-Trp-NH₂ 

Downstream Products

• 583866-45-9 (2S)-2-({[(1S)-2-amino-1-(1H-indol-3-ylmethyl)-2-oxoethyl]amino}carbonyl)pent-4-ynyl ((1R)-1-{[(benzyloxy)carbonyl]amino}ethyl)phosphinic acid 
• 583866-46-0 (2S)-2-({[(1S)-2-amino-1-(1H-indol-3-ylmethyl)-2-oxoethyl]amino}carbonyl)pent-4-ynyl ((1R)-1-{[(benzyloxy)carbonyl]amino}(phenyl)methyl)phosphinic acid 
• 583866-44-8 (2S)-2-({[(1S)-2-amino-1-(1H-indol-3-ylmethyl)-2-oxoethyl]amino}carbonyl)pent-4-ynyl ((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)phosphinic acid 
• 27018-75-3 [1-carbamoyl-2-(3-indolyl)-ethyl]-carbamic acid benzyl ester 

Relevant articles and documents

MODIFIED PEPTIDES FOR USE IN TREATING NEURODEGENERATIVE DISORDERS

The invention relates to neurodegenerative disorders, and in particular to novel peptides, peptidomimetics, compositions, therapies and methods for treating such conditions, for example Alzheimer's disease.

A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues

A facile route has been established for the synthesis of indole-substituted (S)-tryptophans from corresponding indoles, which utilizes a chiral auxiliary-facilitated Strecker amino acid synthesis strategy. The chiral auxiliary reagents evaluated were (S)-methylbenzylamine and related derivatives. To illustrate the robustness of the method, eight optically pure (S)-tryptophan analogues were synthesized, which were subsequently used for the convergent synthesis of a potent antibacterial agent, argyrin A and its analogues.

COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS

The present invention relates to derivatized cyclofructan compounds, compositions comprising derivatized cyclofructan compounds, and methods of using compositions comprising derivatized cyclofructan compounds for chromatographic separations of chemical species, including enantiomers. Said compositions may comprise a solid support and/or polymers comprising derivatized cyclofructan compounds.

New active series of growth hormone secretagogues

New growth hormone secretagogue (GHS) analogues were synthesized and evaluated for growth hormone releasing activity. This series derived from EP-51389 is based on a gem-diamino structure. Compounds that exhibited higher in vivo GH-releasing potency than hexarelin in rat (subcutaneous administration) were then tested per os in beagle dogs and for their binding affinity to human pituitary GHS receptors and to hGHS-R 1a. Compound 7 (JMV 1843, H-Aib-(D)-Trp-(D)-gTrp-formyl) showed high potency in these tests and was selected for clinical studies.

Dichlorotris(dimethylamino)phosphorane as a Dehydratisation Reagent for the Preparation of N-Protected Amino Acid Amides

Besides for the synthesis of peptides and activated esters dichlorotris(dimethylamino)phosphorane (2) now proved to be an excellent reagent for the preparation of N-protected amino acid amides.