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I4632

2-Iminobiotin

≥98% (TLC)

Synonym(s):

Guanidinobiotin, Hexahydro-2-imino-1H-thieno[3,4-d]imidazole-4-pentanoic acid

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Size/SKUAvailabilityPrice
100 mg
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$211.00

About This Item

Empirical Formula (Hill Notation):
C10H17N3O2S
CAS Number:
13395-35-2
Molecular Weight:
243.33
UNSPSC Code:
12352203
NACRES:
NA.46
PubChem Substance ID:
24896060
MDL number:
MFCD00066150
Beilstein/REAXYS Number:
18952

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biological source

synthetic (organic)

Quality Segment

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

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.

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This Item
14400B463919606
2-Iminobiotin &#8805;98% (TLC)

Sigma-Aldrich

I4632

2-Iminobiotin

Biotin &#8805;99.0% (T)

Sigma-Aldrich

14400

Biotin

Biotin powder, BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture, &#8805;99%

Sigma-Aldrich

B4639

Biotin

Biotin tested according to Ph. Eur.

Sigma-Aldrich

19606

Biotin

description

≥98% (TLC)

description

≥99.0% (T)

description

powder, BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture, ≥99%

description

tested according to Ph. Eur.

assay

≥98% (TLC)

assay

≥99.0% (T)

assay

≥99%

assay

-

biological source

synthetic (organic)

biological source

synthetic

biological source

-

biological source

synthetic

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

-

solubility

1 M HCl: 50 mg/mL, clear, colorless

solubility

0.1 M NaOH: 10 mg/mL at 25 °C, clear, colorless, H2O: very soluble, organic solvents: insoluble, water: soluble 22mg/100 ml at 25 °C, alcohol: soluble 80mg/100 ml at 25 °C

solubility

H2O: 0.2 mg/mL (Solubility increases with addition of 1 N NaOH.)

solubility

-

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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