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:
Molecular Weight:
363.43
Beilstein:
50100
MDL number:
UNSPSC Code:
12352106
eCl@ss:
34058011
PubChem Substance ID:
NACRES:
NA.79
Recommended Products
Quality Level
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
SMILES string
[H][C@]12CS[C@@H](CCCCC(=O)Nc3ccc(cc3)C(O)=O)[C@@]1([H])NC(=O)N2
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
InChI key
PVMDAMXGKHIMSQ-YDHLFZDLSA-N
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Determination of biotinidase activity by liquid chromatography with fluorimetric detection.
K Hayakawa et al.
Journal of chromatography, 383(1), 148-152 (1986-11-28)
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 The enzyme has been purified 4800-fold from outdated human plasma and was determined by sodium dodecyl sulfate-polyacrylamide gel electrophoresis to have a molecular weight of (76
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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