79-83-4 Usage
Physical properties
Pantothenic acid is composed of β-alanine joined to 2,4-dihydroxy-3,3-
dimethylbutyric acid via an amide linkage. The molecule has an asymmetric center,
and only the R-enantiomer, usually called D-(+)pantothenic acid, is biologically
active and occurs naturally. Appearance: pantothenic acid is a yellow, viscous oil.
Its calcium and other salts, however, are colorless crystalline substances; calcium
pantothenate is the main product of commerce. Solubility: neither form is soluble in
organic solvents, but each is soluble in water and ethanol. Stability: aqueous solu tions of pantothenic acid are unstable when heated under acidic or alkaline
conditions
Originator
Panto-250 , Bio-Tech Pharmacal
Uses
Different sources of media describe the Uses of 79-83-4 differently. You can refer to the following data:
1. Pantothenic Acid is a member of the B complex vitamins; essential vitamin for the biosynthesis of coenzyme A in mammalian cells. Occurs ubiquitously in all animal and plant tissue. The richest common source is liver, but jelly of the queen bee contains 6 times as much as liver. Rice bran and molasses are other good sources.
2. Labelled Pantothenic Acid
3. Vitamin B5 is water-soluble. It is required for proper growth and maintenance of the body and is involved in body processes such as energy release from carbohydrates and metabolism of fatty acids. It is relatively stable through storage and is found in liver, eggs, and meat.
Manufacturing Process
Isobutylaldehyde reacted with formaldehyde in the presence potassium chromate as a result 2,2-dimethyl-3-hydroxy-propanal was obtained.The 2,2-dimethyl-3-hydroxy-propanal was treated by sodium cyanide so 2,4dihydroxy-3,3-dimethyl-butironitrile was prepared.
The 2,4-dihydroxy-3,3-dimethyl-butironitrile was treated hydrochloric acid and D,L-3-hydroxy-4,4-dimethyl-dihydro-furan-2-one (D,L-pantolacton) was obtained. The racemic mixture of D- and L-pantolactons was a division of Dand L- isomers by the adding of α-phenylethylamine. So D-pantolacton was isolated.
Acrylic acid contacted with NH3and β-alanine was obtained.
D-Pantalacton reacted with β-alanine as a result 3-(2,4-dihydroxy-3,3dimethyl-butyrylamino)-propanoic acid was produced
Safety Profile
Moderately toxic by subcutaneous and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NOx.
Check Digit Verification of cas no
The CAS Registry Mumber 79-83-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 9 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 79-83:
(4*7)+(3*9)+(2*8)+(1*3)=74
74 % 10 = 4
So 79-83-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/t7-/m0/s1
79-83-4Relevant articles and documents
McBurney,Bollen,Williams
, p. 301 (1935)
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Mueller,Klotz
, p. 3086 (1938)
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Weinstock et al.
, p. 1421,1424 (1939)
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Chemical Proteomic Profiling of Protein 4′-Phosphopantetheinylation in Mammalian Cells
Chen, Nan,Li, Yuanpei,Liu, Yuan,Wang, Chu
supporting information, p. 16069 - 16075 (2020/07/21)
Protein 4′-phosphopantetheinylation is an essential post-translational modification (PTM) in prokaryotes and eukaryotes. So far, only five protein substrates of this specific PTM have been discovered in mammalian cells. These proteins are known to perform important functions, including fatty acid biosynthesis and folate metabolism, as well as β-alanine activation. To explore existing and new substrates of 4′-phosphopantetheinylation in mammalian proteomes, we designed and synthesized a series of new pantetheine analogue probes, enabling effective metabolic labelling of 4′-phosphopantetheinylated proteins in HepG2 cells. In combination with a quantitative chemical proteomic platform, we enriched and identified all the currently known 4′-phosphopantetheinylated proteins with high confidence, and unambiguously determined their exact sites of modification. More encouragingly, we discovered, using targeted chemical proteomics, a potential 4′-phosphopantetheinylation site in the protein of mitochondrial dehydrogenase/reductase SDR family member 2 (DHRS2).
PANTETHEINE DERIVATIVES AND USES THEREOF
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Paragraph 2065, (2020/06/19)
The present disclosure relates to compounds of Formula (I), (II), or (II'): (I), (II), (II'), and pharmaceutically acceptable salts or solvates thereof. The present disclosure also relates to pharmaceutical compositions comprising the compounds and therapeutic and diagnostic uses of the compounds and pharmaceutical compositions.
Probing the ligand preferences of the three types of bacterial pantothenate kinase
Guan, Jinming,Barnard, Leanne,Cresson, Jeanne,Hoegl, Annabelle,Chang, Justin H.,Strauss, Erick,Auclair, Karine
supporting information, p. 5896 - 5902 (2018/11/23)
Pantothenate kinase (PanK) catalyzes the transformation of pantothenate to 4′-phosphopantothenate, the first committed step in coenzyme A biosynthesis. While numerous pantothenate antimetabolites and PanK inhibitors have been reported for bacterial type I and type II PanKs, only a few weak inhibitors are known for bacterial type III PanK enzymes. Here, a series of pantothenate analogues were synthesized using convenient synthetic methodology. The compounds were exploited as small organic probes to compare the ligand preferences of the three different types of bacterial PanK. Overall, several new inhibitors and substrates were identified for each type of PanK.