D-nopaline

Also known as (S)-N-(4-((Aminoiminomethyl)amino)-1-carboxybutyl)-D-glutamic acid, N(2)-(D-1,3-dicarboxypropyl)-L-arginine, N2-(D-1,3-Dicarboxypropyl)-L-arginine, N-[(1S)-4-carbamimidamido-1-carboxybutyl]-D-glutamic acid

Nopaline is a chemical compound derived from the amino acids glutamic acid and arginine. It is classified as an opine. Ti plasmids are classified on the basis of the different types of opines they produce. These may be nopaline plasmids, octopine plasmids and agropine plasmids. These opines are condensation products of amino acids and keto acids or may be derived from sugars. The opines are used as carbon and nitrogen sources and metabolized by Agrobacterium.

Chemical data

Formula: C11H20N4O6
Molecular weight: 304.3 g/mol
IUPAC name: (2R)-2-[[(1S)-1-carboxy-4-(diaminomethylideneamino)butyl]amino]pentanedioic acid
SMILES: C(C[C@@H](C(=O)O)N[C@H](CCC(=O)O)C(=O)O)CN=C(N)N
InChIKey: LMKYZBGVKHTLTN-NKWVEPMBSA-N
XLogP: -4.2
Polar surface area: 188 Å²
H-bond donors: 6
H-bond acceptors: 8
Formal charge: 0

via PubChem

Wikidata facts

Mass: 304.138

Show 3 more facts

chemical formula: C₁₁H₂₀N₄O₆
isomeric SMILES: C(C[C@@H](C(=O)O)N[C@H](CCC(=O)O)C(=O)O)CN=C(N)N
canonical SMILES: C(CC(C(=O)O)NC(CCC(=O)O)C(=O)O)CN=C(N)N

Sources (2)

via Wikidata · CC0

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Encyclopedic overview

2 sections

Contents

Biosynthesis
References

==Biosynthesis== The enzyme D-nopaline dehydrogenase, also called nopaline synthase, produces or degrades nopaline by catalyzing the chemical reaction

Excerpted from Wikipedia’s “D-nopaline” article, available under the CC BY-SA 4.0 licence.