ChemicalBook--->CAS DataBase List--->13395-35-2

13395-35-2

13395-35-2 Structure

13395-35-2 Structure
IdentificationBack Directory
[Name]

2-IMINOBIOTIN HYDROBROMIDE
[CAS]

13395-35-2
[Synonyms]

Iminobiotin
2-IMINOBIOTIN
2-Iminobiotine
GUANIDINOBIOTIN
2-IMINOBIOTIN 98+%
2- Iminobiotin 13395-35-2
2-Iminobiotin >=98% (TLC)
2-IMINOBIOTIN HYDROBROMIDE
Tetrahydro-2-iminothieno[3,4-d]imidazoline-4-valeric acid
HEXAHYDRO-2-IMINO-1H-THIENO[3,4-D]IMIDAZOLE-4-PENTANOIC ACID
Guanidinobiotin, Hexahydro-2-imino-1H-thieno[3,4-d]imidazole-4-pentanoic acid
5-[(3aS,4S,6aR)-2-imino-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoic acid
(3aR,6S,6aS)-2-Amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazole-6-pentanoic acid
1H-Thieno[3,4-d]iMidazole-6-pentanoicacid, 2-aMino-3a,4,6,6a-tetrahydro-, (3aR,6S,6aS)-
5-((3aR,6S,6aS)-2-Amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-6-yl)pentanoic acid
5-[(3aS,4S,6aR)-2-amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid
Iminobiotin (3aR,6S,6aS)-2-Amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazole-6-pentanoic acid
5-((2S,3S,4R)-3,4-diaminotetrahydrothiophen-2-yl)pentanoic acid compound with sulfuric acid (1:1)
[Molecular Formula]

C10H17N3O2S
[MDL Number]

MFCD07391178
[MOL File]

13395-35-2.mol
[Molecular Weight]

243.33
Chemical PropertiesBack Directory
[Boiling point ]

477.3±55.0 °C(Predicted)
[density ]

1.60
[storage temp. ]

2-8°C
[solubility ]

1 M HCl: 50 mg/mL, clear, colorless
[form ]

White to off-white powder.
[pka]

4.73±0.10(Predicted)
[color ]

White to off-white
[biological source]

synthetic (organic)
[BRN ]

18952
[InChI]

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
[InChIKey]

WWVANQJRLPIHNS-ZKWXMUAHSA-N
[SMILES]

C1(N)=N[C@@]2([H])CS[C@@H](CCCCC(O)=O)[C@@]2([H])N1
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[F ]

10-21
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

2-Iminobiotin has been used as a competitive inhibitor to bind to biotic binding sites on streptavidin in order to restore fluorescence signal.
[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.
[IC 50]

iNOS
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