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Term:
Parent Terms Term With Siblings Child Terms
(-)-duryne 
(-)-duryne B 
(-)-duryne C 
(-)-duryne D 
(-)-duryne E 
(-)-duryne F 
(-)-selegiline  
(12R)-hydroxy-10,11-dihydroleukotriene E4 
(1R)-cis-imiprothrin +  
(1R)-trans-imiprothrin +  
(1S)-2-[(2S,5R)-2-(aminomethyl)-5-ethynylpyrrolidin-1-yl]-1-cyclopentyl-2-oxoethanamine 
(2R)-2-ammonio-2-carboxylatoethyl-disulfanyl-oxopropanoate 
(2R,3R,4S,5S)-6-[(1E)-1-chloro-3-ethylpent-1-en-4-yn-3-yl]-3,4,5-trihydroxyoxane-2-carboxylic acid 
(2S)-2-amino-4-phosphonobutanoic acid 
(2S)-amino[(4R)-2-iminohexahydropyrimidin-4-yl]acetic acid 
(2S,3R)-capreomycidine 
(2S,3S)-beta-methylphenylalanine 
(2S,4R)-hypoglycin A +  
(2S,4S)-hypoglycin A +  
(3S)-3-hydroxy-L-asparagine 
(3S)-3-hydroxy-L-enduracididine 
(3S)-3-hydroxy-L-lysine 
(3S,4S)-3,4-dihydroxy-L-proline 
(4R)-5-oxo-L-leucine 
(4S)-4-hydroxy-L-isoleucine 
(E)-5-chloro-3-ethynylpent-4-ene-2,3-diol 
(EZ)-(1R)-empenthrin 
(N(omega)-L-arginino)succinic acid  
(S)-2-amino-6-boronohexanoic acid 
(S)-3,5-dihydroxyphenylglycine  
(S)-ATPA 
1-(L-norleucin-6-yl)pyrraline 
1-(L-norvalin-5-yl)pyrraline 
1-undecyne 
14-carboxy-15,16,17,18,19,20-hexanor-leukotriene E3 
16-carboxy-17,18,19,20-tetranor-leukotriene E3 
16-carboxy-Delta(13)-17,18,19,20-tetranor-leukotriene E4 +  
17alpha-ethynylestradiol +   
18-carboxy-19,20-dinor-leukotriene E4 
2'-(S-L-cysteinyl)-L-histidine 
2,5-dihydrophenyl-L-alanine 
2,5-diiodo-L-histidine 
2-(3-amino-3-carboxypropyl)-L-histidine +  
2-(4-chlorophenyl)-N-\{2-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]ethyl\}-2-(prop-2-yn-1-yloxy)acetamide +  
2-(6-heptynyl)-1,3-dioxolane 
2-(\{3-[(2S)-2-amino-2-carboxyethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl\}methyl)benzoic acid 
2-[3-carboxy-3-(dimethylamino)propyl]-L-histidine 
2-[3-carboxylato-3-(trimethylammonio)propyl]-L-histidine +  
2-[5-(but-3-yn-2-yloxy)-4-chloro-2-fluorophenyl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione +  
2-hydroxy-5-[(1E)-(2-phenylethylidene)amino]-L-tyrosine 
2-hydroxy-L-tryptophan 
2-L-bromohistidine 
2-methyl-L-glutamine 
2-methyl-L-serine +  
2-propyn-1-yl 2,4,6-tribromophenyl phthalate 
20-carboxyleukotriene E4 
20-hydroxy-leukotriene E4 
20-oxoleukotriene E4 
3,5-dibromo-L-tyrosine 
3,5-dichloro-L-tyrosine 
3,5-diiodo-L-tyrosine +  
3,5-dinitro-L-tyrosine 
3-(2,4-dioxo-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-1-yl)-L-alanine 
3-(5-bromouracil-1-yl)-L-alanine 
3-(5-fluorouracil-1-yl)-L-alanine  
3-(5-iodouracil-1-yl)-L-alanine 
3-(5-oxoisoxazolin-2-yl)-L-alanine 
3-(5-oxoisoxazolin-4-yl)-L-alanine 
3-(\{3-[(2S)-2-amino-2-carboxyethyl]-5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl\}methyl)thiophene-2-carboxylic acid 
3-(N(tele)-L-histidino)-L-tyrosine residue 
3-(pyrazol-1-yl)-L-alanine 
3-(uracil-1-yl)-L-alanine 
3-[(3R)-1-carbamimidoylpiperidin-3-yl]-L-alanine 
3-[(3S)-1-carbamimidoylpiperidin-3-yl]-L-alanine 
3-\{(3E)-4-hydroxy-6-oxo-3-[(2-phenylethyl)imino]cyclohexa-1,4-dien-1-yl\}-L-alanine 
3-amino-L-alanine +  
3-bromo-L-tyrosine 
3-butynoic acid 
3-chloro-L-phenylalanine 
3-chloro-L-tyrosine 
3-cyano-L-alanine +  
3-fluoro-L-tyrosine 
3-hydroxy-L-aspartic acid +  
3-hydroxy-L-glutamic acid +  
3-hydroxy-L-proline +  
3-hydroxy-L-tryptophan +  
3-hydroxy-L-valine +  
3-hydroxy-O,5-dimethyl-L-tyrosine 
3-iodo-L-tyrosine +  
3-methyl-1-butyne 
3-methyl-L-lanthionine 
3-methyl-L-tyrosine 
3-Methylamino-L-alanine 
3-methylthioaspartic acid +  
3-nitro-L-tyrosine 
3-O-(N-acetyl-beta-D-glucosaminyl)-L-serine +  
3-O-(N-acetyl-beta-D-glucosaminyl)-L-threonine +  
3-O-methyldopa 
3-selenino-L-alanine +  
3-thio-L-aspartic acid +  
4-(3-methylbut-2-enyl)-L-tryptophan 
4-(\{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl\}methyl)-1-[(3,5-dimethylisoxazol-4-yl)sulfonyl]-N-hydroxypiperidine-4-carboxamide 
4-chloro-L-phenylalanine 
4-chloro-L-threonine +  
4-fluoro-L-phenylalanine 
4-fluoro-L-threonine 
4-fluorophenyl-L-alanine 
4-hydroxy-4-methylglutamate 
4-hydroxy-4-methylglutamic acid 
4-hydroxy-L-glutamic acid +  
4-hydroxy-L-lysine +  
4-hydroxy-L-proline +  
4-hydroxy-L-threonine 
4-hydroxy-L-tryptophan 
4-Methyl-L-glutamate 
4-methyl-L-glutamic acid 
4-methylene-L-glutamic acid 
4-methylene-L-glutamine 
4-O-(beta-L-Araf)-cis-L-Hyp 
4-O-(beta-L-Araf-(1->2)-beta-L-Araf-(1->2)-beta-L-Araf)-cis-L-Hyp 
4-oxo-L-proline 
4-phospho-L-aspartic acid +  
5'-(N(6)-L-lysine)-L-tyrosylquinone +  
5-chloro-L-tryptophan 
5-hydroxy-L-kynurenine +  
5-hydroxy-L-tryptophan 
5-iodo-L-histidine 
5-methyl-L-arginine +  
5-oxo-L-proline +   
6,7-dichloro-L-tryptophan 
6-chloro-L-tryptophan 
6-diazo-5-oxo-L-norleucine 
6-fluoro-L-dopa +  
6-hydroxy-L-dopa 
7-(3-methylbut-2-enyl)-L-tryptophan 
7-chloro-L-tryptophan 
7-hydroxy-L-tryptophan +  
acetylene +   
acetylide +  
acivicin  
agaritine 
alpha-D-GlcNAc-(1->4)-beta-D-GlcA-(1->4)-alpha-D-GlcNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl-(1->3)-L-Ser 
alpha-methyl-L-dopa +   
alpha-methyl-L-tyrosine 
anticapsin 
azafenidin 
azaserine 
beta-(N(pros)-L-histidino)-L-tyrosine 
beta-guanidino-L-alanine 
beta-L-aspartylhydroxamic acid 
biocytin +  
but-1-yne +  
but-3-yn-1-ol +  
but-3-ynal 
buta-1,3-diyne 
butenyne 
butyn-2-one 
CANALINE 
carboxynorspermidine 
chloroprallethrin 
cilastatin  
cis-14-hydroxy-10,13-dioxo-7-heptadecenoic acid L-aspartate ester 
cis-4-hydroxy-L-proline +  
clorgyline  
coprine 
danazol  
dec-1-yne 
deca-1,9-diyne 
deoxyhypusine +  
desogestrel  
dexonorgestrel 
dimethyl ethynylboronate 
dinoflagellate luciferin 
discadenine 
domoic acid  
DP-987 
dragonamide A 
erlotinib +   
erlotinib hydrochloride  
erythro-5-phosphonooxy-L-lysine 
ethchlorvynol 
ethinamate 
ethisterone 
ethyl propiolate 
ethynodiol +   
ethynodiol diacetate  
ethynyl 
etonogestrel  
felinine 
flumioxazin 
FMN-L-threonine +  
fructoselysine 6-phosphate 
furanomycin 
gamma-carboxy-L-glutamic acid +  
gamma-glutamyl-beta-aminopropiononitrile 
gamma-glutamyl-gamma-aminobutyraldehyde 
gamma-hydroxy-L-arginine +  
gamma-L-glutamylputrescine 
glycerol 1-phosphoserine +  
glyoxal-lysine dimer 
hex-5-ynoic acid 
hexa-1,5-diyne 
histrionicotoxin 
homoserine +  
hypusine +  
isonocardicin A 
isonocardicin C 
kainic acid +   
kinoprene 
L-2,4,6-trimethylphenylalanine +  
L-2-amino-3-oxobutanoic acid 
L-2-amino-4-(hydroxymethylphosphinoyl)butanoic acid 
L-2-amino-4-chloropent-4-enoic acid 
L-2-aminopimelic acid 
L-3-oxoalanine +  
L-6'-bromotryptophan +  
L-Albizziine 
L-alloisoleucine +  
L-allysine +  
L-alpha-(methylidenecyclopropyl)glycine 
L-alpha-aminobutyric acid +  
L-beta-carboxyaspartic acid 
L-beta-ethynylserine 
L-beta-methylthioasparagine 
L-beta-methylthioaspartic acid 
L-BMAA 
L-canavanine 
L-cysteic acid 
L-cystine +   
L-dihydroanticapsin 
L-djenkolic acid 
L-dopa +  
L-enduracididine 
L-erythro-beta-hydroxyasparagine 
L-gamma-carboxyglutamic acid 
L-glutamic acid 5-methyl ester 
L-homoarginine 
L-homocitrulline +  
L-homolanthionine 
L-homophenylalanine 
L-indospicine 
L-kynurenine +  
L-lanthionine 
L-Lathyrine 
L-lupinic acid 
L-m-tyrosine 
L-methionine sulfone 
L-methionine sulfoximine +  
L-mimosine  
L-norleucine +  
L-O,2,3-trimethyltyrosine +  
L-ornithine +   
L-polyhomomethionine +  
L-propargylglycine +  
A non-proteinogenic L-alpha-amino acid that is L-alanine in which one of the methyl hydrogens has been replaced by an ethynyl group. It causes the irreversible inactivation of gamma-cystathionase (also known as cystathionine gamma-lyase) and is used as an affinity labeling reagent for gamma-cystathionase and other enzymes.
L-serine O-sulfate 
L-thialysine 
L-thyroxine +  
L-topaquinone +  
L-vinylglycine 
leukotriene E3 +  
leukotriene E4 +   
levonorgestrel  
lysidine +  
lysidine monophosphate +  
m-fluoro-L-phenylalanine 
mannopine 
melphalan  
mestranol  
methylglyoxal-lysine dimer 
mycomycin 
N(3)-fumaroyl-(S)-2,3-diaminopropanoic acid 
N(4)-glycosyl-L-asparagine +  
N(5)-methyl-L-arginine 
N(6),N(6)-dimethyl-L-lysine +  
N(6)-(1-carboxyethyl)-L-lysine 
N(6)-(glycylglycyl)-L-lysine +  
N(6)-[(indol-3-yl)acetyl]-L-lysine +  
N(6)-acetimidoyl-L-lysine 
N(6)-carboxy-L-lysine +  
N(6)-carboxymethyl-L-lysine +  
N(6)-dansyl-L-lysine 
N(6)-formyl-L-lysine 
N(6)-glycyl-L-lysine 
N(6)-methyl-L-lysine +  
N(delta)-hydroxy-L-arginine 
N(delta)-hydroxy-N(omega)-hydroxy-N(omega)-methyl-L-arginine zwitterion 
N(delta)-hydroxy-N(omega)-methyl-L-argininium 
N(delta)-hydroxy-N(omega)-methyl-L-citrulline zwitterion 
N(delta)-hydroxy-N(omega)-methyl-N(omega)-nitroso-L-citrulline zwitterion 
N(gamma)-nitro-L-arginine 
N(omega),N'(omega)-dimethyl-L-arginine +  
N(omega),N(omega)-dimethyl-L-arginine +  
N(omega)-hydroxy-L-arginine +  
N(omega)-methyl-L-arginine  
N(omega)-phospho-L-arginine 
N(pros)-methyl-L-histidine +  
N(pros)-methyl-L-histidine zwitterion 
N(pros)-phospho-L-histidine +  
N(tele)-methyl-L-histidine +  
N-(2,4-dinitrophenyl)-L-proline 
N-(5'-phosphopyridoxyl)-L-alanine 
N-carboxy-L-methionine +  
N-ethyl-L-asparagine 
N-formyl-L-kynurenine +  
N-methyl-L-alpha-amino acid +  
N4-hydroxymethyl-L-asparagine 
norethisterone +   
norethisterone acetate 
norgestimate  
norgestrel +   
O(4)-phospho-L-tyrosine +  
O-(2-aminoethyl)-L-serine 
O-(3-O-beta-D-galactosyl-N-acetyl-alpha-D-galactosaminyl)-L-serine +  
O-(3-O-D-galactosyl-N-acetyl-beta-D-galactosaminyl)-L-serine 
O-(alpha-D-mannosyl)-L-serine +  
O-(N-acetyl-alpha-D-galactosaminyl)-L-serine +  
O-(N-acetyl-alpha-D-galactosaminyl)-L-threonine +  
O-(pantetheine-4'-phosphoryl)serine +  
O-(S-acylpantetheine-4'-phosphoryl)serine +  
O-[N-acetyl-alpha-neuraminyl-(2->6)-N-acetyl-alpha-D-galactosaminyl]-L-serine +  
O-[N-acetyl-alpha-neuraminyl-(2->6)-N-acetyl-alpha-D-galactosaminyl]-L-threonine +  
O-carbamoyl-L-serine 
O-methylserine 
O-phospho-L-threonine +  
O-succinyl-L-serine 
O-ureido-L-serine 
octadec-17-ynoic acid 
ovothiol A 
ovothiol A disulfide 
oxidized dinoflagellate luciferin 
pentosidine 
Phosphoallohydroxy-L-lysine 
potassium tetraethynylborate 
pralatrexate 
prallethrin  
prop-2-yn-1-ol +   
prop-2-ynal 
propargite  
propynamide 
propyne 
propynoic acid +  
propyzamide +   
psicosyllysine 
Pyraclonil 
quinestrol 
rasagiline  
S-(1,2-dichlorovinyl)-L-cysteine +   
S-(2-boronoethyl)-L-cysteine 
S-(4-Methylthiobutylthiohydroximoyl)-L-cysteine 
S-(5-histidyl)cysteine sulfoxide 
S-(Hydroxyphenylacetothiohydroximoyl)-L-cysteine 
S-(Indolylmethylthiohydroximoyl)-L-cysteine 
S-(Phenylacetothiohydroximoyl)-L-cysteine 
S-alkyl-L-cysteine S-oxide +  
S-anthraniloyl-L-cysteine +  
S-carboxymethyl-L-cysteine 
S-farnesyl-L-cysteine +  
S-hydrocarbyl-L-cysteine +   
S-hydroxy-L-cysteine +  
S-methyl-L-thiocitrulline  
S-octanoyl-L-cysteine 
S-oxy-L-cysteine +  
Se-methyl-L-selenocysteine +   
selegiline +   
selegiline hydrochloride 
sterculynic acid 
Thalassemine 
threo-3-methyl-L-aspartic acid 
tibolone  
Tnp-Gln 
triacetylene 
trifluoro-L-methionine 
tryptophan N-glucoside 
tyrosine-4-azobenzenearsonate 

Synonyms
Exact Synonyms: (2S)-2-aminopent-4-ynoic acid
Related Synonyms: (S)-2-amino-4-pentynoic acid ;   (S)-2-propargylglycine ;   (S)-alpha-propargylglycine ;   (S)-propargylglycine ;   Formula=C5H7NO2 ;   InChI=1S/C5H7NO2/c1-2-3-4(6)5(7)8/h1,4H,3,6H2,(H,7,8)/t4-/m0/s1 ;   InChIKey=DGYHPLMPMRKMPD-BYPYZUCNSA-N ;   L-2-propynylglycine ;   L-C-propargylglycine ;   SMILES=C(=O)([C@@H](N)CC#C)O
Xrefs: CAS:23235-01-0 "ChemIDplus" ;   PDBeChem:LPG ;   PMID:23772385 "Europe PMC" ;   PMID:30867596 "Europe PMC" ;   PMID:387077 "Europe PMC" ;   PMID:3994731 "Europe PMC" ;   PMID:7094918 "Europe PMC" ;   PMID:7364752 "Europe PMC" ;   PMID:944577 "Europe PMC"
Cyclic Relationships: is_tautomer_of CHEBI:143285

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.