Available from stock

Biotin Sulfone

SKU: B0606

Category: Metabolites

Synonyms: Biotin 5,5-Dioxide, (3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic acid, 5,5-dioxide; 40720-05-6
CAS-Number: C₁₀H₁₆N₂O₅S
Molecular Formula: 276.31
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (NMR)
Appearance: Colorless needles
Identity: 1H-NMR

Properties

Solvents: Slightly soluble in aqueous base or DMSO (<1mg/ml).
Melting Point: >230°C (dec.)

Shipping: AMBIENT
Short Term Storage: -20°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Transportation: Not dangerous goods

Description: Biotin sulfone is an oxidized form of biotin and is as efficient as biotin in streptavidin binding and it binds to avidin with a binding ratio of 0.332 compared with biotin. Biotinylated synthetic oligosaccharides are an attractive tool, as streptavidin coated plates and beads are commercially available and widely use in serological assays. As biotin is chemically reactive, and not compatible with carbohydrate protecting group manipulation, the use of biotin sulfone tagged oligomannosides (BSTO) for antigen immobilization in candidiasis or allergy diagnosis has been used. The use of biotin sulfone also offers a convenient solution for both oligosaccharide synthesis and immobilization on microspheres and surface plasmon resonance sensors.
Smiles: O=C1N[C@@H]2[C@@H]([C@H](CCCCC(O)=O)S(C2)(=O)=O)N1
InChi Key: QPFQYMONYBAUCY-ZKWXMUAHSA-N
References: (1) J. Zempleni & D.M. Mock; J. Nutr. 129, 494S (1999) , (2) M. Collot, et al.; J. Med. Chem. 51, 6201 (2008) , (3) G. Despras, et al.; Bioorg. Med. Chem. 20, 1817 (2012)
InChi: (1) O.N. Burchak et al.: Bioorg. & Med. Chem. 14(8), 2559 (2006) , (2) H. Sigmund et al.: Helv. Chim. Acta, 86(7), 2299 (2003) , (3) A. Ogamo et al.: Carboh. Res. 105(1), 69 (1982)

Biotin sulfone is an oxidized form of biotin and is as efficient as biotin in streptavidin binding and it binds to avidin with a binding ratio of 0.332 compared with biotin. Biotinylated synthetic oligosaccharides are an attractive tool, as streptavidin coated plates and beads are commercially available and widely use in serological assays. As biotin is chemically reactive, and not compatible with carbohydrate protecting group manipulation, the use of biotin sulfone tagged oligomannosides (BSTO) for antigen immobilization in candidiasis or allergy diagnosis has been used. The use of biotin sulfone also offers a convenient solution for both oligosaccharide synthesis and immobilization on microspheres and surface plasmon resonance sensors.

SKU: B0606 Category: Metabolites

Additional information

Additional information

Synonyms	Biotin 5,5-Dioxide, (3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic acid, 5,5-dioxide
Purity	≥98% (NMR)
Appearance	Colorless needles
CAS-Number	40720-05-6
Molecular Formula	C10H16N2O5S
Molecular Weight	276.31
Identity	1H-NMR
Solvents	Slightly soluble in aqueous base or DMSO (<1mg/ml).
Melting Point	>230°C (dec.)
Smiles	O=C1N[C@@H]2[C@@H]([C@H](CCCCC(O)=O)S(C2)(=O)=O)N1
InChi Key	QPFQYMONYBAUCY-ZKWXMUAHSA-N
Shipping	AMBIENT
Short Term Storage	-20°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) J. Zempleni & D.M. Mock; J. Nutr. 129, 494S (1999), (2) M. Collot, et al.; J. Med. Chem. 51, 6201 (2008), (3) G. Despras, et al.; Bioorg. Med. Chem. 20, 1817 (2012)
InChi	(1) O.N. Burchak et al.: Bioorg. & Med. Chem. 14(8), 2559 (2006), (2) H. Sigmund et al.: Helv. Chim. Acta, 86(7), 2299 (2003), (3) A. Ogamo et al.: Carboh. Res. 105(1), 69 (1982)
Quantity	100 mg, 250 mg, Bulk