Compound

an L-alpha-amino acid

Zwitterionic form of an L-α-amino acid having an anionic carboxy group and a protonated amino group.

Definition from ChEBI (CHEBI:59869), read 2026-09-23. CC BY 4.0.

CHEBI:59869ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound
Formula: C2H4NO2R
Mass: 74.059 g/mol
Charge: 0
SMILES: *[C@H]([NH3+])C(=O)[O-]
Look it up: ChEBI

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

6 entities

6 entities reached.

0 reported hops6 assembled from the scaffold

What the reference databases state

Statements

12 statements

12 statements · 1 reference database · Subject: an L-alpha-amino acid · Sources: Rhea

Order

an L-alpha-amino acid is converted to a 2-oxocarboxylateCompoundRhea RHEA:10396Inferred only
an L-alpha-amino acid is converted to a 2-oxocarboxylateCompoundRhea RHEA:13781Inferred only
a 2-oxocarboxylate is converted to an L-alpha-amino acidCompoundRhea RHEA:10396Inferred only
an L-aminoacyl-L-amino acid is converted to an L-alpha-amino acidCompoundRhea RHEA:48940Inferred only
an L-alpha-amino acid is converted to an L-aminoacyl-L-amino acidCompoundRhea RHEA:48940Inferred only
an L-alpha-amino acid is a substrate of ACY1ProteinRhea RHEA:15565Inferred only
an L-alpha-amino acid is a substrate of DPEP1ProteinRhea RHEA:48940Inferred only
an L-alpha-amino acid is a substrate of DPEP2ProteinRhea RHEA:48940Inferred only
an L-alpha-amino acid is a substrate of IL4I1ProteinRhea RHEA:13781Inferred only
an L-alpha-amino acid is a substrate of PEPDProteinRhea RHEA:76407Inferred only
an L-alpha-amino acid is a substrate of PM20D1ProteinRhea RHEA:15565Inferred only
an L-alpha-amino acid is transported by SLC7A11ProteinRhea RHEA:71191Inferred only

Reactions

25 reactions

an L-alpha-amino acid+NAD(1-)+watera 2-oxocarboxylate+ammonium+NADH(2-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:10396CC BY 4.0Reference data
CHEBI:86139+dioxygen+wateran L-alpha-amino acid+formaldehyde+hydrogen peroxide
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:11472CC BY 4.0Reference data
an L-alpha-amino acid+dioxygen+watera 2-oxocarboxylate+hydrogen peroxide+ammonium
Catalysed by IL4I1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:13781CC BY 4.0Reference data
a 2-oxocarboxylate+L-ornithineL-glutamate 5-semialdehyde+an L-alpha-amino acid
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:13877CC BY 4.0Reference data
an N-acyl-L-amino acid+wateran L-alpha-amino acid+a carboxylate
Catalysed by ACY1 or PM20D1
Reaction pageReversibleBalance undeterminable
Rhea RHEA:15565CC BY 4.0Reference data
CHEBI:58865+water+2hydronan L-alpha-amino acid+ammonium+carbon dioxide
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:17581CC BY 4.0Reference data
an L-alpha-amino acidCHEBI:59871
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:18317CC BY 4.0Reference data
a 2-oxocarboxylate+L-asparagine2-oxosuccinamate+an L-alpha-amino acid
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:19813CC BY 4.0Reference data
a 2-oxocarboxylate+L-alaninean L-alpha-amino acid+pyruvate
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:19953CC BY 4.0Reference data
an alpha-(gamma-L-glutamyl)-L-amino acid5-oxo-L-proline+an L-alpha-amino acid
Catalysed by GGCT
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:20505CC BY 4.0Reference data
a 2-oxocarboxylate+L-methionine4-methylsulfanyl-2-oxobutanoate+an L-alpha-amino acid
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:31763CC BY 4.0Reference data
an L-alpha-amino acid+L-arginine+ATP(4-)CHEBI:84315+ADP(3-)+hydrogenphosphate+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:44336CC BY 4.0Reference data

Show the remaining 13

Other names

2 names

Resolves to: an L-alpha-amino acid

Also called: L-alpha-amino acid zwitterionsL-α-amino acid zwitterions