34522-32-2

Basic information

• Product Name: (+)-OCTOPINE
• Synonyms: D-(+)-OCTOPINE;(+)-OCTOPINE;N2-(1-CARBOXYETHYL)-L-ARGININE;N2-[(R)-1-CARBOXYETHYL]-L-ARGININE;N2-(1-Carboxyethyl)-L-arginine, N2-([R]-1-Carboxyethyl)-L-arginine;Nα-[(R)-1-Carboxyethyl]-L-arginine;(+)-Octopine,98%
• CAS NO: 34522-32-2
• Molecular Formula: C₉H₁₈N₄O₄
• Molecular Weight: 246.26
• Product Categories: Amino Acids & Derivatives
• Mol File: 34522-32-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 283-284 °C(lit.)
• Boiling Point: 389.26°C (rough estimate)
• Flash Point: 272.1°C
• Appearance: /
• Density: 1.2480 (rough estimate)
• Vapor Pressure: 1.73E-12mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: −20°C
• Solubility: Methanol (Slightly), Water (Slightly, Heated, Sonicated)
• PKA: 2.14±0.10(Predicted)
• CAS DataBase Reference: (+)-OCTOPINE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-OCTOPINE(34522-32-2)
• EPA Substance Registry System: (+)-OCTOPINE(34522-32-2)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 34522-32-2(Hazardous Substances Data)

Usage

Chemical Properties

white powder

Uses

Different sources of media describe the Uses of 34522-32-2 differently. You can refer to the following data:
1. A nitrogenous compound from octopus muscles. D-(+)-Octopine is used for producing seasoning and food additive.
2. A nitrogenous compound from octopus muscles. It is used for producing seasoning and food additive.

Definition

ChEBI: The (1R)-1-carboxyethyl derivative of L-arginine. It is a metabolite released by plant tumours.

InChI:InChI=1/C9H18N4O4/c1-5(7(14)15)13-6(8(16)17)3-2-4-12-9(10)11/h5-6,13H,2-4H2,1H3,(H,14,15)(H,16,17)(H4,10,11,12)/t5?,6-/m0/s1

Upstream product

• 32644-15-8 (S)-2-bromopropanoic acid 
• 74-79-3 L-arginine 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 598-72-1 2-Bromopropionic acid 
• 81397-95-7 (R)-2-bromo-5-acetamidopentanoic acid 
• 2577-94-8 L-arginine methyl ester 
• 535-11-5 Ethyl 2-bromopropionate 
• 14527-26-5 2-methylisothiourea sulphate 

Downstream Products

• 463-00-3 4-guanidinobutyric acid 
• 124-38-9 carbon dioxide 
• 7664-41-7 ammonia 
• 75-07-0 acetaldehyde 
• 6819-05-2 N^α-(D-1-carboxy-ethyl)-L-ornithine 
• 57-13-6 urea 

Relevant articles and documents

Configuration of Alanine Part in Natural Octopine

Octopine has a structure of N2-(1-carboxyethyl)arginine or N-(1-carboxy-4-guanidinobutyl)alanine.Configuration of the arginine part in natural octopine is determined as (S), whereas that of the alanine part has been assumed as (R).The configuration of the alanine part was concluded to be (R) by the present synthesis of (+)-octopine, which was identical with the natural one, by a sequence of reactions starting from (R)-alanine and (R)-2-bromo-5-acetamidopentanoic acid.The reaction of (R)-alanine and (R)-2-bromo-5-acetamidopentanoic acid in alkaline conditions gave N2--N5-acetyl-(S)-ornithine which was converted to N2--(S)-ornithine by hydrolysis with hydrochloric acid. (R),(S)-Octopinic acid gave (+)-octopine by guanidination.The reaction of (S)-alanine and (R)-2-bromo-5-acetamidopentanoic acid led to give (S),(S)-octopinic acid and subsequently (+)-isooctopine .