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D-octopine

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Origin: China

Cas No: 34522-32-2

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 50 mt/month

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CAS No.: 34522-32-2 Formula: C9H18N4O4 Molecular Weight: 246.26400

Description

Octopine is a derivative of the amino acids arginine and alanine. It was the first member of the class of chemical compounds known as opines to be discovered. Octopine gets its name from Octopus octopodia from which it was first isolated in 1927.
Octopine has been isolated from the muscle tissue of invertebrates such as octopus, Pecten maximus and Sipunculus nudus where it functions as an analog of lactic acid. It is also produced by Agrobacterium and causes crown gall tumor growth in plants.
Octopine is formed by reductive condensation of pyruvic acid and arginine through the action of the NADH-dependent enzyme octopine dehydrogenase (ODH). The reaction is reversible so that pyruvic acid and arginine can be regenerated.

Basic Info

Chemical Name	D-octopine
Synonyms	D-(+)-Octopine; (R),(S)-octopine; N-(D-1-Carboxyethyl)-L-arginine; N2-(1-CARBOXYETHYL)-L-ARGININE; N2-(1-Carboxyethyl)-L-arginine N2-([R]-1-Carboxyethyl)-L-arginine; N2-(1-Carboxyethyl)-L-arginine,N2-([R]-1-Carboxyethyl)-L-arginine; N2-[(R)-1-CARBOXYETHYL]-L-ARGININE; (+)-OCTOPINE;
CAS No.	34522-32-2
Molecular Formula	C9H18N4O4
Molecular Weight	246.26400
PSA	148.53000
LogP	0.34740

Properties

Density	1.45g/cm3
Boiling Point	526.4ºC at 760mmHg
Melting Point	283-284ºC(lit.)
Flash Point	272.1ºC
Refractive Index	1.592
Storage Condition	-20ºC

Safety Info

Safety Statements	S24/25
HS Code	2925290090

Synthesis Route

(2S)-2-bromopropanoic acid+L-arginine→D-octopine
L-arginine+DL-2-Bromopropionic→D-octopine+(2S)-2-[[(1S)-1-carboxyethyl]amino]-5-(diaminomethylideneamino)pentanoic acid
methyl (2S)-2-amino-5-(diaminomethylideneamino)pentanoate+Ethyl 2-bromopropionate→D-octopine

Precursor

Ethyl 2-bromopropionate
methyl (2S)-2-amino-5-(diaminomethylideneamino)pentanoate
(2S)-2-bromopropanoic acid
DL-2-Bromopropionic

Downstream Product

urea
carbon dioxide
Ammonia
4-guanidinobutanoic acid

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