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I4632

Sigma-Aldrich

2-Iminobiotin

≥98% (TLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C10H17N3O2S
Numero CAS:
Peso molecolare:
243.33
Beilstein:
18952
Numero MDL:
Codice UNSPSC:
12352203
ID PubChem:
NACRES:
NA.46

Origine biologica

synthetic (organic)

Saggio

≥98% (TLC)

Forma fisica

powder

Solubilità

1 M HCl: 50 mg/mL, clear, colorless

Temperatura di conservazione

2-8°C

Stringa SMILE

[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
WWVANQJRLPIHNS-ZKWXMUAHSA-N

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Descrizione generale

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.

Applicazioni

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

Esclusione di responsabilità

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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I clienti hanno visto anche

The purification of avidin and its derivatives on 2-iminobiotin-6-aminohexyl-Sepharose 4B.
G Heney et al.
Analytical biochemistry, 114(1), 92-96 (1981-06-01)
Cora H A Nijboer et al.
Developmental neuroscience, 29(4-5), 385-392 (2007-09-01)
Previously, we demonstrated neuroprotection with 2-iminobiotin (2-IB) after cerebral hypoxia-ischemia (HI) in female, but not in male P7 rats. Given the different patterns of brain injury in more immature rats, we examined whether these gender differences could also be observed
J Clarkson et al.
Biopolymers, 62(6), 307-314 (2002-02-22)
UV resonance Raman (UVRR) spectroscopy is used to study the binding of biotin and 2-iminobiotin by streptavidin, and the results are compared to those previously obtained from the avidin-biotin complex and new data from the avidin-2-iminobiotin complex. UVRR difference spectroscopy
Cacha Peeters-Scholte et al.
Experimental brain research, 147(2), 200-208 (2002-11-01)
The purpose of this study was to investigate whether combined inhibition of neuronal and inducible nitric oxide synthase (NOS) by 2-iminobiotin, free radical scavenging by allopurinol, and non-protein-bound iron chelation with deferoxamine improved cerebral oxygenation, electrocortical brain activity, and brain
F Garret-Flaudy et al.
Biotechnology and bioengineering, 71(3), 223-234 (2001-04-06)
Affinity precipitation, especially secondary effect affinity precipitation, has repeatedly been suggested as a valuable technique for the biotechnical downstream process. The present lack of applications is related to the scarcity of predictable affinity macroligands and to the fact that rather

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