I4632

2-Iminobiotin

≥98% (TLC)

• Synonym(s): Guanidinobiotin, Hexahydro-2-imino-1H-thieno[3,4-d]imidazole-4-pentanoic acid
• Empirical Formula (Hill Notation): C₁₀H₁₇N₃O₂S
• CAS Number: 13395-35-2
• Molecular Weight: 243.33
• Beilstein/REAXYS Number: 18952
• MDL number: MFCD00066150
• UNSPSC Code: 12352203
• PubChem Substance ID: 24896060
• NACRES: NA.46

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• assay: ≥98% (TLC)
• form: powder
• solubility: 1 M HCl: 50 mg/mL, clear, colorless
• storage temp.: 2-8°C
• SMILES string: [H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=N)N2
• InChI: 1S/C10H17N3O2S/c11-10-12-6-5-16-7(9(6)13-10)3-1-2-4-8(14)15/h6-7,9H,1-5H2,(H,14,15)(H3,11,12,13)/t6-,7-,9-/m0/s1
• InChI key: WWVANQJRLPIHNS-ZKWXMUAHSA-N

Description

General description

2-Iminobiotin is a cyclic guanidino analog of biotin that has high affinity for avidin at high pH (>9) and low affinity at low pH (<6). The proteins that are iminobiotinylated are selectively contained within the avidin column at pH 9 to 11 and may be eluted at pH 4 or by the addition of biotin. This technique may be very useful in the study of cell surface proteins by labeling and selectively recovering the components that are periodate-sensitive from intact human erythrocyte surface. 2-Iminobiotin reversibly inhibits NOS (nitric oxide synthases) via its guanidino group. It inhibits NO biosynthesis and may be important to understand the binding-site interactions for this important class of enzymes. NOS oxidizes the guanidino-nitrogen of L-arginine to produce nitric oxide and L-citrulline.

Application

2-Iminobiotin has been used as a competitive inhibitor to bind to biotic binding sites on streptavidin in order to restore fluorescence signal.

Disclaimer

Unless otherwise stated in our catalog or other company documentation accompanying the product(s), our products are intended for research use only and are not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)