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12072

Sigma-Aldrich

Benzamidine

≥95.0%

Synonym(s):

Benzenylamidine, Phenylamidine

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About This Item

Linear Formula:
C6H5C(=NH)NH2
CAS Number:
Molecular Weight:
120.15
Beilstein:
606020
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

≥95.0%

form

powder or crystals

functional group

amine
phenyl

SMILES string

NC(=N)c1ccccc1

InChI

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

InChI key

PXXJHWLDUBFPOL-UHFFFAOYSA-N

Application

Benzamidine was used in the preparation of heparan sulfate-rich proteoglycan from mouse mammary epithelial cells[1]. It has been used to prevent enzymatic degradation during the purification procedure of bovine factor XII (Hageman factor)[2].

Biochem/physiol Actions

Benzamidine is an inhibitor of plasmin and has been used in the radioimmunoassay of glucagon in human plasma[3]. It prevents the destruction of Thyrotropin-releasing hormone (TRH) added to whole blood in vitro before radioimmunoassay of TRH[4].

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Hung-Wei Chang et al.
PLoS pathogens, 15(6), e1007826-e1007826 (2019-06-21)
Vaccinia mature virus requires A26 envelope protein to mediate acid-dependent endocytosis into HeLa cells in which we hypothesized that A26 protein functions as an acid-sensitive membrane fusion suppressor. Here, we provide evidence showing that N-terminal domain (aa1-75) of A26 protein
Purification and characterization of bovine coagulation factor XII (Hageman factor).
H Claeys et al.
European journal of biochemistry, 87(1), 69-74 (1978-06-01)
Fatma Rmili et al.
Biotechnology progress, 35(4), e2833-e2833 (2019-05-03)
A mesophilic bacterial culture, producing an extracellular alkaline lipase, was isolated from the gas-washing wastewaters generated from the Sfax phosphate plant of the Tunisian Chemical Group and identified as Staphylococcus capitis strain. The lipase, named S. capitis lipase (SCL), has
Use of benzamidine as a proteolytic inhibitor in the radioimmunoassay of glucagon in plasma.
J W Ensinck et al.
The Journal of clinical endocrinology and metabolism, 35(3), 463-467 (1972-09-01)
Ana L Roa-Espitia et al.
Biology open, 5(9), 1189-1199 (2016-07-13)
Several focal adhesion proteins are known to cooperate with integrins to link the extracellular matrix to the actin cytoskeleton; as a result, many intracellular signaling pathways are activated and several focal adhesion complexes are formed. However, how these proteins function

Questions

1–6 of 6 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. The buffer preparation protocol calls for benzamidine. Should I use the free base or the hydrochloride hydrate salt?

    1 answer
    1. It is possible that either the benzamidine or the benzamidine hydrochloride hydrate could work for your application. The major difference will be that the benzamidine hydrochloride hydrate (Product No. B6506) is expected to dissolve easier in aqueous solutions. Neither Product 12072 nor the salt Product B5606 is molecular biology, cell culture or biotechnology certified, so their performance once dissolved is likely to be similar.

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  4. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  5. What solvents can be used to dissolve Benzamidine, Product 12072?

    1 answer
    1. Based on our experience with this compound in quality control, we would expect it to be soluble in methanol (0.5g in 10mL of methanol).

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  6. What is the solution stability of Benzamidine, Product 12072?

    1 answer
    1. Sigma-Aldrich does not perform formal solution stability testing on this material; however, it is expected to be sensitive to oxidation. It is recommended to prepare solutions fresh for each use.

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