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B6506

Sigma-Aldrich

Benzamidine hydrochloride hydrate

≥99%

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Synonym(s):
Amidinobenzene hydrochloride, Benzamidinium chloride, Benzenecarboximidamide hydrochloride
Linear Formula:
C6H5C(=NH)NH2 · HCl · xH2O
CAS Number:
206752-36-5
Molecular Weight:
156.61 (anhydrous basis)
Beilstein:
3594959
EC Number:
216-795-4
MDL number:
MFCD00066285
PubChem Substance ID:
24278275
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

Assay

≥99%

form

powder

mp

86-88 °C (lit.)

solubility

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

Cl[H].[H]O[H].NC(=N)c1ccccc1

InChI

1S/C7H8N2.ClH.H2O/c8-7(9)6-4-2-1-3-5-6;;/h1-5H,(H3,8,9);1H;1H2

InChI key

BQVJCMMLDJPBFZ-UHFFFAOYSA-N

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Application

Benzamidine hydrochloride hydrate has been used:
  • in western blot analysis
  • in immunoprecipitation
  • in the purification of yeast dynein
  • as a protease inhibitor in the preparation of brush-border membrane vesicles
  • for the processing of human synovial fluid, blood and eye sleep
  • to prevent non-specific degradation of cartilages

Biochem/physiol Actions

Benzamidine HCl is a reversible inhibitor of trypsin, trypsin-like enzymes, and serine proteases. A concentration of approximately 1 mM is used for general protease inhibition. To inhibit proteases from yeast, a range of 0.5 to 4.0 mM is used and it is for the most part interchangeable with pepstatin A.

In addition to being a strong competitive inhibitor of trypsin, benzamidine HCl has been also shown to be a strong competitive inhibitor of thrombin and plasmin. It was also found to be as effective as aprotinin in the prevention of glucagon degradation in human plasma.
Peptidase inhibitor.

Preparation Note

Benzamidine HCl is soluble in water and alcohol. Solubility testing in water at a concentration of 50 mg/ml yields a clear solution with heating. Benzamidine HCl is sensitive to oxidation. It is recommended to prepare solutions fresh each time in degassed water prior to use. However, frozen aliquots stored under inert gas, to exclude air, may be stable for a short time. Insufficient information is available to assess the shelf-life of a frozen solution.

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Contrast-enhanced CT using a cationic contrast agent enables non-destructive assessment of the biochemical and biomechanical properties of mouse tibial plateau cartilage
Lakin BA, et al.
Journal of Orthopaedic Research : Official Publication of the Orthopaedic Research Society, 34(7), 1130-1138 (2016)
Contrast-enhanced CT imaging as a non-destructive tool for ex vivo examination of the biochemical content and structure of the human meniscus
Oh DJ, et al.
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Combining Structure-Function and Single-Molecule Studies on Cytoplasmic Dynein
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The MDM2 RING and central acidic domains play distinct roles in MDM2 homodimerization and MDM2-MDMX heterodimerization
Leslie PL, et al
The Journal of biological chemistry, 6(51), jbc-M115 (2015)
Glucagon-Like Peptide-2 and the Enteric Nervous System Are Components of Cell-Cell Communication Pathway Regulating Intestinal Na+/Glucose Co-transport
Moran AW, et al.
Frontiers in nutrition, 5 (2018)
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