CAS 34522-32-2

Octopine

Description:

Octopine is a naturally occurring compound classified as an amino acid derivative, specifically a type of opine. It is produced by certain plants and microorganisms, particularly in response to hypoxic conditions, such as those found in plant tissues during anaerobic respiration. Octopine is characterized by its structure, which includes a 2-amino-3-hydroxy-4-(1-pyrrolidinyl) butanoic acid backbone. This compound plays a role in nitrogen metabolism and serves as a carbon and nitrogen source for various organisms. In terms of its chemical properties, octopine is soluble in water and exhibits a relatively low molecular weight. Its biological significance is highlighted in the context of plant physiology and microbial ecology, where it is involved in the regulation of metabolic pathways. Additionally, octopine has been studied for its potential applications in biotechnology and agriculture, particularly in the development of stress-resistant plant varieties. Overall, octopine is an important compound in both ecological and agricultural contexts.

Formula: C₉H₁₈N₄O₄

InChI: InChI=1S/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+/m1/s1

InChI key: InChIKey=IMXSCCDUAFEIOE-RITPCOANSA-N

SMILES: [C@H](N[C@@H](C(O)=O)C)(CCCNC(=N)N)C(O)=O

Synonyms:

• <span class="text-smallcaps">D</span>-(+)-Octopine
• <span class="text-smallcaps">L</span>-Arginine, N²-(1-carboxyethyl)-, (R)-
• <span class="text-smallcaps">L</span>-Arginine, N²-[(1R)-1-carboxyethyl]-
• Arginine, N²-(1-carboxyethyl)-, <span class="text-smallcaps">L</span>-
• L-arginine, N~2~-(1-carboxyethyl)-
• N2-(Carboxyethyl)-L-arginine
• N²-(<span class="text-smallcaps">D</smallcap>-1-Carboxyethyl)-<smallcap>L</span>-arginine
• N²-[(1R)-1-Carboxyethyl]-<span class="text-smallcaps">L</span>-arginine
• N~2~-(1-Carboxyethyl)-L-arginine
• Octopine
• L-Arginine, N2-[(1R)-1-carboxyethyl]-
• Arginine, N2-(1-carboxyethyl)-, L-
• N2-[(1R)-1-Carboxyethyl]-L-arginine

D-(+)-Octopine

Controlled Product

CAS: 34522-32-2

Applications A nitrogenous compound from octopus muscles. It is used for producing seasoning and food additive.
References Brown, A., et al.: J. Gen. Microbiol., 72, 589 (1972), Larher, F., et al.: Plant Physiol. Biochem., 41, 657 (2003),

Formula: C₉H₁₈N₄O₄

Color and Shape: Neat

Molecular weight: 246.26

Ref: TR-O239850