Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Pipecolic acid (piperidine-2-carboxylic acid) is an organic compound with the formula HNC5H9CO2H. It is a carboxylic acid derivative of piperidine and, as such, an amino acid, although not one encoded genetically. Like many other α-amino acids, pipecolic acid is chiral, although the S-stereoisomer is more common. It is a colorless solid.
Its biosynthesis starts from lysine.[1] CRYM, a taxon-specific protein that also binds thyroid hormones, is involved in the pipecolic acid pathway.
^Gatto, Gregory J.; Boyne, Michael T.; Kelleher, Neil L.; Walsh, Christopher T. (2006). "Biosynthesis of Pipecolic Acid by RapL, a Lysine Cyclodeaminase Encoded in the Rapamycin Gene Cluster". Journal of the American Chemical Society. 128 (11): 3838–3847. doi:10.1021/ja0587603. PMID 16536560.
Pipecolicacid (piperidine-2-carboxylic acid) is an organic compound with the formula HNC5H9CO2H. It is a carboxylic acid derivative of piperidine and...
classified to cyclic acids, such as proline, and acyclic N-substituted amino acids. In nature, proline, hydroxyproline, pipecolicacid and sarcosine are...
a NAD+-dependent lysine cycloamidase, which converts L-lysine to L-pipecolicacid (figure 4) for incorporation at the end of the polyketide. The gene...
L-pipecolicacid formed from L-lysine and catalyzed through fkbL enzyme synthesizes with the molecule from the module 10. The process of L-pipecolic acid...
proteinogenic amino acid of this type is proline, although the related non-proteinogenic amino acids hydroxyproline and pipecolicacid have often been included...
Cetoniacytone A Návarová H, Bernsdorff F, Döring AC, Zeier J (2012). "Pipecolicacid, any endogenous mediator of defense amplification and priming, is a...
Zellweger syndrome. The disorder is characterized by an increase in pipecolicacid levels in the blood, leading to neuropathy and hepatomegaly.[citation...
enamine, which reduces to L-pipecolicacid. HSCoA and then malonyl-CoA react in a Claisen reaction with L-pipecolicacid to form SCoA ester which undergoes...
unusual amino acid, pipecolicacid, accumulates only in peach leaves bearing symptoms of Western-X-Disease. and that injection of the amino acid into healthy...
shown by observation of the optical rotation of (+)-pipecolicacid (piperidine-2-carboxylic acid) and some of its derivatives under varying conditions...
Pericàs, Miquel A.; Riera, Antoni (2002). "Straightforward entry to the pipecolicacid nucleus. Enantioselective synthesis of baikiain". Tetrahedron Letters...
group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar structure may also be termed...
D-aminobutyric acid, L-proline, 4-N,N-(dimethylamino)-L-phenylalanine, 4-oxo-L-pipecolicacid and phenylglycine. Streptogramins A and B synergically inhibit cell...
Chromatographia. Holmes et al, E. C. (2019). An engineered pathway for N-hydroxy-pipecolicacid synthesis enhances systemic acquired resistance in tomato. Sci Signal...
structural characteristics common to temsirolimus and sirolimus; the pipecolicacid, tricarbonyl region from C13-C15, and lactone functionalities play the...
leguminicola, and it initially involves the conversion of lysine into pipecolicacid. The pyrrolidine ring is then formed via retention of the carbon atom...
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