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Merck
CN

14408

N-(+)-Biotinyl-4-aminobenzoic acid

≥98.0% (HPLC)

Synonym(s):

B-PABA

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About This Item

Empirical Formula (Hill Notation):
C17H21N3O4S
CAS Number:
6929-40-4
Molecular Weight:
363.43
NACRES:
NA.79
PubChem Substance ID:
57647153
eCl@ss:
34058011
UNSPSC Code:
12352106
MDL number:
MFCD00077915
Beilstein/REAXYS Number:
50100

Key Documents

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InChI

1S/C17H21N3O4S/c21-14(18-11-7-5-10(6-8-11)16(22)23)4-2-1-3-13-15-12(9-25-13)19-17(24)20-15/h5-8,12-13,15H,1-4,9H2,(H,18,21)(H,22,23)(H2,19,20,24)/t12-,13-,15-/m0/s1

SMILES string

[H][C@]12CS[C@@H](CCCCC(=O)Nc3ccc(cc3)C(O)=O)[C@@]1([H])NC(=O)N2

InChI key

PVMDAMXGKHIMSQ-YDHLFZDLSA-N

assay

≥98.0% (HPLC)

form

powder

optical activity

[α]20/D +55±3°, c = 0.5% in 0.1 M NaOH

color

white to light yellow

mp

295-297 °C

storage temp.

2-8°C

Quality Level

200

Related Categories

Biochem/physiol Actions

Biotinyl-4-aminobenzoic acid (B-PABA) is used as a substrate in biotinidase assays.

Other Notes

Enzyme substrate used in the assay of biotinidase

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6970
BCCC8873
BCBW6386
BCBR4332V
BCBM0523V

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D V Craft et al.
Biochemistry, 24(10), 2471-2476 (1985-05-07)
Biotinidase catalyzes the hydrolysis of N epsilon-biotinyllysine (biocytin) to form biotin and free lysine. The enzyme has been purified 4800-fold from outdated human plasma and was determined by sodium dodecyl sulfate-polyacrylamide gel electrophoresis to have a molecular weight of (76
Determination of biotinidase activity by liquid chromatography with fluorimetric detection.
K Hayakawa et al.
Journal of chromatography, 383(1), 148-152 (1986-11-28)
Keyna A Kobza et al.
The Journal of nutritional biochemistry, 19(12), 826-832 (2008-05-16)
Posttranslational modification of histones by biotinylation can be catalyzed by both biotinidase (BTD) and holocarboxylase synthetase. Biotinylation of histones is an important epigenetic mechanism to regulate gene expression, DNA repair, and chromatin remodeling. The role of BTD in histone biotinylation
D T Forman et al.
Annals of clinical and laboratory science, 22(3), 144-154 (1992-05-11)
Children with juvenile-onset multiple carboxylase deficiency lack biotinidase activity (biotinamide amidohydrolase, EC 3.5.1.12) in the liver and other tissues. Hence, little free biotin is metabolically available, resulting in seizures, acidosis, and serious neurological damage. As the absence of hepatic biotinidase

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