Classification Term: 2179

Alanine and derivatives (ontology term: CHEMONTID:0004314)

Compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom." []

found 23 associated metabolites at no_class-level_7 metabolite taxonomy ontology rank level.

Ancestor: Alpha amino acids and derivatives

Child Taxonomies: There is no child term of current ontology term.

L-Alanine

(2S)-2-aminopropanoic acid

C3H7NO2 (89.0477)


Alanine (Ala), also known as L-alanine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-alanine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Alanine is found in all organisms ranging from bacteria to plants to animals. It is classified as an aliphatic, non-polar amino acid. In humans, alanine is a non-essential amino acid that can be easily made in the body from either the conversion of pyruvate or the breakdown of the dipeptides carnosine and anserine. Alanine can be also synthesized from branched chain amino acids such as valine, leucine, and isoleucine. Alanine is produced by reductive amination of pyruvate through a two-step process. In the first step, alpha-ketoglutarate, ammonia and NADH are converted by the enzyme known glutamate dehydrogenase to glutamate, NAD+ and water. In the second step, the amino group of the newly-formed glutamate is transferred to pyruvate by an aminotransferase enzyme, regenerating the alpha-ketoglutarate, and converting the pyruvate to alanine. The net result is that pyruvate and ammonia are converted to alanine. In mammals, alanine plays a key role in glucose–alanine cycle between tissues and liver. In muscle and other tissues that degrade amino acids for fuel, amino groups are collected in the form of glutamate by transamination. Glutamate can then transfer its amino group to pyruvate, a product of muscle glycolysis, through the action of alanine aminotransferase, forming alanine and alpha-ketoglutarate. The alanine enters the bloodstream and is transported to the liver. The alanine aminotransferase reaction takes place in reverse in the liver, where the regenerated pyruvate is used in gluconeogenesis, forming glucose which returns to the muscles through the circulation system. Alanine is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (branched-chain amino acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as a regulator of glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine is reduced in both severe hypoglycemia and the ketosis of diabetes. Alanine is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine, and glycine, is an inhibitory neurotransmitter in the brain (http://www.dcnutrition.com/AminoAcids/). L-Alanine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=56-41-7 (retrieved 2024-07-01) (CAS RN: 56-41-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system.

   

N-Methylalanine

N-Methylalanine hydrochloride, (DL-ala)-isomer

C4H9NO2 (103.0633)


N-Methylalanine, also known as (S)-2-methylaminopropanoate or N-methyl-L-alanine, is classified as an alanine or an alanine derivative. Alanines are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Methylalanine is considered to be soluble (in water) and acidic. (ChemoSummarizer) Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID M028

   

(±)-2,2'-Iminobispropanoic acid

2-[(1-carboxyethyl)amino]propanoic acid

C6H11NO4 (161.0688)


meso-2,2-Iminobispropanoic acid is found in mollusks. meso-2,2-Iminobispropanoic acid is from scallops (Patinopecten yessoensis) and squids (possibly Todarodes pacificus). From scallops (Patinopecten yessoensis) and squids (possibly Todarodes pacificus). meso-2,2-Iminobispropanoic acid is found in mollusks.

   

L-Lysopine

6-amino-2-[(1-carboxyethyl)amino]hexanoic acid

C9H18N2O4 (218.1267)


L-Lysopine is isolated from crown gall tumours of various plants including tomato, jerusalem artichoke and salsify. Isolated from crown gall tumours of various plants including tomato, jerusalem artichoke and salsify. N2-[(1R)-1-Carboxyethyl]-L-lysine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=34522-31-1 (retrieved 2024-08-20) (CAS RN: 34522-31-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

D-Alanine

D-alpha-Aminopropionic acid

C3H7NO2 (89.0477)


Alanine is a nonessential amino acid made in the body from the conversion of the carbohydrate pyruvate or the breakdown of DNA and the dipeptides carnosine and anserine. It is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (Branched Chain Amino Acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as regulator in glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine reduces both severe hypoglycemia and the ketosis of diabetes. It is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine and glycine, is an inhibitory neurotransmitter in the brain. Alanine can be found in some Gram-positive bacteria (PMID:24752840). Amino acids are one of the most important molecules in living organisms, and most of them have a chiral carbon at a -position. In the higher animals, a large part of the naturally occurring amino acids is the L-form, and the stereoisomers (D-amino acids) had been believed to be rare. However, several D-amino acids have been found in mammals including humans, and their distributions, functions and origins have gradually been clarified. The D-alanine (D-Ala) amounts have also been reported to change in the case of diseases. Proteins of the frontal lobe white and gray matter of human brains, both normal and Alzheimer subjects, contain D-alanine at concentrations between 0.50 and 1.28 mumol/g of wet tissue, 50-70-times lower than the concentration of L-alanine. D-Alanine have been detected in the sera of both normal subjects and patients with renal dysfunction, and their concentrations were higher in the patients than in the normal subjects. (PMID: 16141519, 1450921, 8535409, 1426150, 1933416) [HMDB] KEIO_ID A011 D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR. D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR.

   

DL-2-Aminopropionic acid

2-aminopropanoic acid

C3H7NO2 (89.0477)


(alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein), also known as ALA or 2-Aminopropanoic acid, is classified as an alanine or an Alanine derivative. Alanines are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) is considered to be soluble (in water) and acidic. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) can be synthesized from propionic acid. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) can be synthesized into alanine derivative. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) is an odorless tasting compound found in Green bell peppers, Green zucchinis, Italian sweet red peppers, and Red bell peppers Dietary supplement, nutrient, sweetening flavour enhancer in pickling spice mixts. DL-alanine, an amino acid, is the racemic compound of L- and D-alanine. DL-alanine is employed both as a reducing and a capping agent, used with silver nitrate aqueous solutions for the production of nanoparticles. DL-alanine can be used for the research of transition metals chelation, such as Cu(II), Zn(II), Cd(11). DL-alanine, a sweetener, is classed together with glycine, and sodium saccharin. DL-alanine plays a key role in the glucose-alanine cycle between tissues and liver[1][2][3][4][5][6].

   

N-(5-Methyl-3-oxohexyl)alanine

2-[(5-Methyl-3-oxohexyl)amino]propionic acid

C10H19NO3 (201.1365)


N-(5-Methyl-3-oxohexyl)alanine is a constituent of false sago (Cycas circinalis) (Cycadaceae). Constituent of false sago (Cycas circinalis) (Cycadaceae)

   

(S)-N-(4,5-Dihydro-1-methyl-4-oxo-1H-imidazol-2-yl)alanine

2-[(4-Hydroxy-1-methyl-2,5-dihydro-1H-imidazol-2-ylidene)amino]propanoate

C7H11N3O3 (185.08)


(S)-N-(4,5-Dihydro-1-methyl-4-oxo-1H-imidazol-2-yl)alanine is isolated from beef brot Isolated from beef broth

   

[3-[1-Formyl-2-(2-furanyl)ethenyl]]-2-(2-furanyl)-5-(2-furanylmethylene)-4,5-dihydro-a-methyl-4-oxo-1H-pyrrole-1-acetic acid, 9CI

2-[(2E)-5-(furan-2-yl)-4-[(1E)-1-(furan-2-yl)-3-oxoprop-1-en-2-yl]-2-(furan-2-ylmethylidene)-3-oxo-2,3-dihydro-1H-pyrrol-1-yl]propanoic acid

C23H17NO7 (419.1005)


[3-[1-Formyl-2-(2-furanyl)ethenyl]]-2-(2-furanyl)-5-(2-furanylmethylene)-4,5-dihydro-a-methyl-4-oxo-1H-pyrrole-1-acetic acid, 9CI is a maillard product from reaction of L-alanine and 2-Furancarboxaldehyde FTR29-ZFTR29-Z

   

(2R)-2-Amino-2-[[(1S)-1-carboxyethyl]amino]-4-methylpentanoic acid

2-amino-2-[(1-carboxyethyl)amino]-4-methylpentanoic acid

C9H18N2O4 (218.1267)


   

N(6)-(1-Carboxyethyl)-L-lysine

2-amino-6-[(1-carboxyethyl)amino]hexanoic acid

C9H18N2O4 (218.1267)


   

(2S)-2-(4-Chloroanilino)propanoic acid

2-[(4-chlorophenyl)amino]propanoic acid

C9H10ClNO2 (199.04)


   

3h-Phenylalanine

2-[(cyclohexa-1,3-dien-1-yl)amino]propanoic acid

C9H13NO2 (167.0946)


   

Alanine acetate

Acetyl 2-aminopropaneperoxoic acid

C5H9NO4 (147.0532)


   

Alanine amine

Amino 2-aminopropanoic acid

C3H8N2O2 (104.0586)


   

Alanine glyoxylate

2-Oxoacetyl 2-aminopropaneperoxoic acid

C5H7NO5 (161.0324)


   

Alanine lactate

2-Aminopropanoyl 2-hydroxypropaneperoxoic acid

C6H11NO5 (177.0637)


   

Alanine pyruvate

2-Aminopropanoyl 2-oxopropaneperoxoic acid

C6H9NO5 (175.0481)


   

(S)-2-Hydrazinopropionic acid

2-hydrazinylpropanoic acid

C3H8N2O2 (104.0586)


   

N-Methyl-DL-alanine

N-Methylalanine hydrochloride, (DL-ala)-isomer

C4H9NO2 (103.0633)


   

Octopine

5-carbamimidamido-2-[(1-carboxyethyl)amino]pentanoic acid

C9H18N4O4 (246.1328)


   

Phenyl-Alanine

2-(phenylamino)propanoic acid

C9H11NO2 (165.079)


   

Dithio bis(succinimidyl propionate)

{[2-(2,5-dioxopyrrolidin-1-yl)propanoyl]oxy}disulphanyl 2-(2,5-dioxopyrrolidin-1-yl)propanoic acid

C14H16N2O8S2 (404.0348)


D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D003432 - Cross-Linking Reagents