Biotin
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MedKoo CAT#: 317327

CAS#: 58-85-5

Description: Biotin, also known as vitamin H or coenzyme R, is a water-soluble B-vitamin (vitamin B7). It is composed of a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring. A valeric acid substituent is attached to one of the carbon atoms of the tetrahydrothiophene ring. Biotin is a coenzyme for carboxylase enzymes, involved in the synthesis of fatty acids, isoleucine, and valine, and in gluconeogenesis.


Chemical Structure

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Biotin
CAS# 58-85-5

Theoretical Analysis

MedKoo Cat#: 317327
Name: Biotin
CAS#: 58-85-5
Chemical Formula: C10H16N2O3S
Exact Mass: 244.08816
Molecular Weight: 244.31
Elemental Analysis: C, 49.16; H, 6.60; N, 11.47; O, 19.65; S, 13.12

Price and Availability

Size Price Availability Quantity
5.0mg USD 55.0 2 weeks
10.0mg USD 60.0 2 weeks
25.0mg USD 70.0 2 weeks
50.0mg USD 80.0 2 weeks
100.0mg USD 90.0 2 weeks
200.0mg USD 120.0 2 weeks
500.0mg USD 150.0 2 weeks
1.0g USD 250.0 2 weeks
2.0g USD 350.0 2 weeks
5.0g USD 550.0 2 weeks
10.0g USD 850.0 2 weeks
20.0g USD 1450.0 2 weeks
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Synonym: Biotin; D-Biotin

IUPAC/Chemical Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid

InChi Key: YBJHBAHKTGYVGT-UHFFFAOYSA-N

InChi Code: InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)

SMILES Code: C1C2C(C(S1)CCCCC(=O)O)NC(=O)N2

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 244.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Coffey CM, Gronert S. A cleavable biotin tagging reagent that enables the
enrichment and identification of carbonylation sites in proteins. Anal Bioanal
Chem. 2015 Nov 27. [Epub ahead of print] PubMed PMID: 26613796.

2: Järvinen E, Ismail K, Muniandy M, Bogl L, Heinonen S, Tummers M, Miettinen S,
Kaprio J, Rissanen A, Ollikainen M, Pietiläinen K. Biotin dependent functions in
adiposity-a study of monozygotic twin pairs. Int J Obes (Lond). 2015 Nov 25. doi:
10.1038/ijo.2015.237. [Epub ahead of print] PubMed PMID: 26601567.

3: Etemadzadeh MH, Arashkia A, Roohvand F, Ahani R, Mohajel N, Baniasadi V,
Norouzian D, Azadmanesh K. Expression of a biotin acceptor peptide-containing
protein with potential incorporation on the lentiviral envelope as a viral
surface engineering platform. Res Pharm Sci. 2015 Jul-Aug;10(4):268-274. PubMed
PMID: 26600854; PubMed Central PMCID: PMC4623616.

4: Wu J, Luo X, Jing S, Yan LJ. Two-dimensional gel electrophoretic detection of
protein carbonyls derivatized with biotin-hydrazide. J Chromatogr B Analyt
Technol Biomed Life Sci. 2015 Nov 7. pii: S1570-0232(15)30268-3. doi:
10.1016/j.jchromb.2015.11.003. [Epub ahead of print] PubMed PMID: 26590475.

5: Kinoshita-Kikuta E, Kinoshita E, Koike T. Phosphopeptide Detection with
Biotin-Labeled Phos-tag. Methods Mol Biol. 2016;1355:17-29. doi:
10.1007/978-1-4939-3049-4_2. PubMed PMID: 26584916.

6: Xia B, Pang L, Zhuang ZX, Liu JJ. Biotin-mediated epigenetic modifications:
Potential defense against the carcinogenicity of benzo[a]pyrene. Toxicol Lett.
2015 Nov 10. pii: S0378-4274(15)30107-7. doi: 10.1016/j.toxlet.2015.11.010. [Epub
ahead of print] PubMed PMID: 26569572.

7: Krishna KV, Ghosh S, Sharma B, Singh L, Mukherjee S, Verma S. Fluorescent
Biotin Analogues for Microstructure Patterning and Selective Protein
Immobilization. Langmuir. 2015 Nov 24;31(46):12573-8. doi:
10.1021/acs.langmuir.5b03476. Epub 2015 Nov 13. PubMed PMID: 26559028.

8: Teramura Y, Kuroyama K, Takai M. Influence of molecular weight of PEG chain on
interaction between streptavidin and biotin-PEG-conjugated phospholipids studied
with QCM-D. Acta Biomater. 2015 Nov 3. pii: S1742-7061(15)30180-X. doi:
10.1016/j.actbio.2015.11.003. [Epub ahead of print] PubMed PMID: 26546413.

9: Bong KW, Kim JJ, Cho H, Lim E, Doyle PS, Irimia D. Synthesis of Cell-Adhesive
Anisotropic Multifunctional Particles by Stop Flow Lithography and
Streptavidin-Biotin Interactions. Langmuir. 2015 Nov 25. [Epub ahead of print]
PubMed PMID: 26545155.

10: Soural M, Hodon J, Dickinson NJ, Sidova V, Gurska S, Dzubak P, Hajduch M,
Sarek J, Urban M. Preparation of Conjugates of Cytotoxic Lupane Triterpenes with
Biotin. Bioconjug Chem. 2015 Nov 12. [Epub ahead of print] PubMed PMID: 26537839.

11: Kang CM, Koo HJ, An GI, Choe YS, Choi JY, Lee KH, Kim BT. Hybrid PET/optical
imaging of integrin αVβ3 receptor expression using a (64)Cu-labeled
streptavidin/biotin-based dimeric RGD peptide. EJNMMI Res. 2015 Dec;5(1):60. doi:
10.1186/s13550-015-0140-0. Epub 2015 Oct 31. PubMed PMID: 26518424; PubMed
Central PMCID: PMC4628001.

12: Jordán-Pla A, Miguel A, Serna E, Pelechano V, Pérez-Ortín JE. Biotin-Genomic
Run-On (Bio-GRO): A High-Resolution Method for the Analysis of Nascent
Transcription in Yeast. Methods Mol Biol. 2016;1361:125-39. doi:
10.1007/978-1-4939-3079-1_8. PubMed PMID: 26483020.

13: Kajiwara H, Tsunashima M, Mine T, Takakura Y, Yamamoto T. Immobilized
sialyltransferase fused to a fungal biotin-binding protein: Production,
properties, and applications. J Biosci Bioeng. 2015 Oct 14. pii:
S1389-1723(15)00331-X. doi: 10.1016/j.jbiosc.2015.08.016. [Epub ahead of print]
PubMed PMID: 26476897.

14: Hersch N, Wolters B, Ungvari Z, Gautam T, Deshpande D, Merkel R, Csiszar A,
Hoffmann B, Csiszár A. Biotin-conjugated fusogenic liposomes for high-quality
cell purification. J Biomater Appl. 2015 Oct 15. pii: 0885328215603026. [Epub
ahead of print] PubMed PMID: 26475851.

15: Tan SM, Lieberman J. Capture and Identification of miRNA Targets by Biotin
Pulldown and RNA-seq. Methods Mol Biol. 2016;1358:211-28. doi:
10.1007/978-1-4939-3067-8_13. PubMed PMID: 26463386.

16: Singh S, Tiwari AK, Varshney R, Mathur R, Shukla G, Bag N, Singh B, Mishra
AK. Comparative evaluation of Bis(thiosemicarbazone)- Biotin and Met-ac-TE3A for
tumor imaging. Spectrochim Acta A Mol Biomol Spectrosc. 2016 Jan 15;153:566-71.
doi: 10.1016/j.saa.2015.08.054. Epub 2015 Sep 4. PubMed PMID: 26436844.

17: Shetty D, Khedkar JK, Park KM, Kim K. Can we beat the biotin-avidin pair?:
cucurbit[7]uril-based ultrahigh affinity host-guest complexes and their
applications. Chem Soc Rev. 2015 Dec 7;44(23):8747-61. doi: 10.1039/c5cs00631g.
Epub 2015 Oct 5. PubMed PMID: 26434388.

18: Uram Ł, Szuster M, Filipowicz A, Gargasz K, Wołowiec S, Wałajtys-Rode E.
Different patterns of nuclear and mitochondrial penetration by the G3 PAMAM
dendrimer and its biotin-pyridoxal bioconjugate BC-PAMAM in normal and cancer
cells in vitro. Int J Nanomedicine. 2015 Sep 4;10:5647-61. doi:
10.2147/IJN.S87307. eCollection 2015. PubMed PMID: 26379435; PubMed Central
PMCID: PMC4567239.

19: Rana A, Dey S, Agrawal A, Dey A. Density functional theory calculations on
the active site of biotin synthase: mechanism of S transfer from the Fe2S2
cluster and the role of 1st and 2nd sphere residues. J Biol Inorg Chem. 2015
Oct;20(7):1147-62. doi: 10.1007/s00775-015-1296-9. Epub 2015 Sep 14. PubMed PMID:
26369537.

20: Ochoa-Ruiz E, Díaz-Ruiz R, Hernández-Vázquez Ade J, Ibarra-González I,
Ortiz-Plata A, Rembao D, Ortega-Cuéllar D, Viollet B, Uribe-Carvajal S, Corella
JA, Velázquez-Arellano A. Biotin deprivation impairs mitochondrial structure and
function and has implications for inherited metabolic disorders. Mol Genet Metab.
2015 Nov;116(3):204-14. doi: 10.1016/j.ymgme.2015.08.009. Epub 2015 Sep 1. PubMed
PMID: 26343941.