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Secondary amino acids

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DL-proline
thumb|Proline ball and stick model spinning Proline (symbol Pro or P) is an organic acid classed as a proteinogenic amino acid (used in the biosynthesis of proteins), although it does not contain the amino group but is rather a secondary amine. The secondary amine nitrogen is in the protonated form (NH2+) under biological conditions, while the carboxyl group is in the deprotonated −COO− form. The "side chain" from the α carbon connects to the nitrogen forming a pyrrolidine loop, classifying it as a aliphatic amino acid. It is non-essential in humans, meaning the body can synthesize it from the
glyphosate
Glyphosate (IUPAC name: '''N-(phosphonomethyl)glycine') is a broad-spectrum systemic herbicide and crop desiccant. It is an organophosphorus compound, specifically a phosphonate, which acts by inhibiting the plant enzyme 5-enolpyruvylshikimate-3-phosphate synthase (EPSP). Glyphosate-based herbicides (GBHs) are used to kill weeds, especially annual broadleaf weeds and grasses that compete with crops. American agricultural company Monsanto brought it to market for agricultural use in 1974 under the trade name Roundup''. Monsanto's last commercially relevant United States patent expired in 2000.
L-pyrrolysine
Pyrrolysine (symbol Pyl or O), encoded by the "amber" stop codon UAG, is a proteinogenic amino acid that is used in some methanogenic archaea and in bacteria. It consists of lysine with a 4-methylpyrroline-5-carboxylate in amide linkage with the εN of the lysine. Its pyrroline side-chain is similar to that of lysine in being basic and positively charged at neutral pH.
perindopril
Perindopril is a medication used to treat high blood pressure, heart failure, or stable coronary artery disease.
hydroxyproline
'(2S,4R)-4-Hydroxyproline, or L-hydroxyproline (C5H9O3N), is an amino acid, abbreviated as Hyp or O', e.g., in Protein Data Bank.
N-methyl-D-aspartic acid
an amino acid derivative that acts as a specific agonist at the NMDA receptor mimicking the action of glutamate
domoic acid
chemical compound
(RS)-pyroglutamic acid
group of stereoisomers
DL-pipecolic acid
pair of enantiomers
3-(N-methylamino)-L-alanine
β-Methylamino--alanine, or BMAA, is a non-proteinogenic amino acid produced by cyanobacteria. BMAA is a neurotoxin. Its potential role in various neurodegenerative disorders is the subject of scientific research.
ubenimex
Ubenimex (INN), also known more commonly as bestatin, is a competitive, reversible protease inhibitor. It is an inhibitor of arginyl aminopeptidase (aminopeptidase B), leukotriene A4 hydrolase (a zinc metalloprotease that displays both epoxide hydrolase and aminopeptidase activities), alanyl aminopeptidase (aminopeptidase M/N), leucyl/cystinyl aminopeptidase (oxytocinase/vasopressinase), and membrane dipeptidase (leukotriene D4 hydrolase). It is being studied for use in the treatment of acute myelocytic leukemia and lymphedema. It is derived from Streptomyces olivoreticuli. Ubenimex has been f
S-nitroso-N-acetyl-D-penicillamine
'''S-Nitroso-N-acetylpenicillamine (SNAP''') is the organosulfur compound with the formula ONSC(CH3)2CH(NHAc)CO2H. It is a green solid.
(S)-2-azetidinecarboxylic acid
chemical compound
mugineic acid
chemical compound
merafloxacin
Merafloxacin is a fluoroquinolone antibacterial that inhibits the pseudoknot formation which is necessary for the frameshift in the SARS-CoV-2 genome. It is a promising drug candidate for SARS-CoV-2.
timonacic
Thioproline is a nonproteinogenic amino acid with the formula , although it crystallizes as the zwitterion . It consists of a 1,3-thiazolidine ring ( ) substituted with a carboxylic acid. It is synthesized by reaction of formaldehyde and cysteine. It occurs in nature, but rarely. It forms a coordination complex with cobalt.