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21210

Sigma-Aldrich

D-Pantothenic acid hemicalcium salt

≥98.0%

Synonym(s):

(R)-(+)-N-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl)-β-alanine hemicalcium salt, Calcium D-pantothenate, Vitamin B5

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About This Item

Linear Formula:
HOCH2C(CH3)2CH(OH)CONHCH2CH2CO2 ·1/2Ca
CAS Number:
137-08-6
Molecular Weight:
238.27
Beilstein:
3769272
EC Number:
205-278-9
MDL number:
MFCD00002766
UNSPSC Code:
12352106
eCl@ss:
34058012
PubChem Substance ID:
57647913
NACRES:
NA.79

biological source

synthetic

Quality Level

200

Assay

≥98.0%

form

powder or crystals

optical activity

[α]20/D +27±2°, c = 5% in H2O

impurities

≤0.002% heavy metals

loss

≤3% loss on drying

color

white

pH

6.8-7.2 (25 °C, 50 mg/mL in H2O)

solubility

H2O: 50 mg/mL at 25 °C, clear, almost colorless

SMILES string

CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)O[Ca]OC(=O)CCNC(=O)[C@H](O)C(C)(C)CO

InChI

1S/2C9H17NO5.Ca/c2*1-9(2,5-11)7(14)8(15)10-4-3-6(12)13;/h2*7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13);/q;;+2/p-2/t2*7-;/m00./s1

InChI key

FAPWYRCQGJNNSJ-UBKPKTQASA-L

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General description

D-Pantothenic acid hemicalcium salt, also referred as calcium D-pantothenate, is a water soluble B complex vitamin. It is present in a variety of foods.

Application

D-Pantothenic acid hemicalcium salt has been used as a supplement in complete media to culture Aspergillus-nidulans.
Precursor in the biosynthesis of coenzyme A.

Biochem/physiol Actions

D-Panthenol is the alcohol analog and biological precursor of D-pantothenic acid. These analogs are precursors in the biosynthesis of the phosphopantetheine moiety of coenzyme A. D-Panthenol and D-Pantothenic acid are used in a variety of skin protection products. D-pantothenic acid may have a role in controlling keratinocyte proliferation and differentiation. D-Panthenol may be used for studies of skin protection emulsions from UV irradiation and as a humectant. D-pantothenic acid is crucial for normal epithelial function. It facilitates wound healing process.

Physical properties

Due to the unstable, hygroscopic nature of the free acid, the calcium salt is employed.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9967
BCCJ9418
BCCH5860
BCCG4147
BCCF4165

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Pantothenic acid
Rawalpally TR
Kirk-Othmer Encyclopedia of Chemical Technology (2000)
Pantothenic acid
Kelly GS
Alternative Medicine Review, 16(3), 263-275 (2011)
Transport Assays in Aspergillus nidulans
Krypotou E and Diallinas G
Molecular Microbiology (2013)
Wound healing activity of Memecylon umbellatum Burm
Puratchikody A and Nagalakshmi G
Journal of plant sciences, 2(2), 179-186 (2007)
Organisation of the pantothenate (vitamin B5) biosynthesis pathway in higher plants
Ottenhof HH, et al.
The Plant Journal, 37(1), 61-72 (2004)
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Articles

Coenzyme A

Enzyme Reagent Coenzyme A (CoA, CoASH or HSCoA) is the key cofactor in first step of the TCA cycle, responsible for transferring the acetyl group from pyruvate oxidation to oxaloacetate yielding citrate. Available through Sigma-Aldrich online.

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