Millipore Sigma Vibrant Logo

164610 p-Aminophenylmercuric Acetate - CAS 6283-24-5 - Calbiochem

An organomercurial agent used for the activation of latent MMPs in vitro. Acts by facilitating the loss of the enzyme propeptide domain through an autolytic cleavage known as the cysteine switch.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: APMA

Primary Target: Activation of latent MMPs in vitro
View Products on Sigmaaldrich.com
164610
View Pricing & Availability

Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
6283-24-5C₈H₉HgNO₂

Pricing & Availability

Catalogue Number AvailabilityPackaging Qty/Pack Price Quantity
164610-700MGCN
Retrieving availability...
—
Limited Availability Limited Availability
In Stock 
Discontinued
Limited Quantities Available
Availability to be confirmed
    Remaining : Will advise
      Remaining : Will advise
      Will advise
      Contact Customer Service
      Contact Customer Service

      		 Plastic Bag(s) 700 mg
      Retrieving price...
      Price could not be retrieved
      Minimum Quantity is a multiple of
      Maximum Quantity is
      Upon Order Completion More Information
      You Saved ()
       
      —
      Request Pricing
      		 —
      Description
      OverviewAn organomercurial agent used for the activation of latent MMPs in vitro. Acts by facilitating the loss of the enzyme propeptide domain through an autolytic cleavage known as the cysteine switch.
      Note: 1 set = 5 x 700 mg.
      Catalogue Number164610
      Brand Family Calbiochem®
      SynonymsAPMA
      References
      ReferencesChen, J.-M., et al. 1991. J. Biol. Chem. 266, 5113.
      Marcy, A.I., et al. 1991. Biochemistry 30, 6476.
      Stricklin, G.P., et al. 1983. Biochemistry 22, 61.
      Product Information
      CAS number6283-24-5
      ATP CompetitiveN
      FormYellow solid
      Hill FormulaC₈H₉HgNO₂
      Chemical formulaC₈H₉HgNO₂
      ReversibleN
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetActivation of latent MMPs in vitro
      Purity≥90% by HPLC
      Physicochemical Information
      Cell permeableN
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      RTECSOV5550000
      Safety Information
      R PhraseR: 26/27/28-36/37/38

      Very toxic by inhalation, in contact with skin and if swallowed.
      Irritating to eyes, respiratory system and skin.
      S PhraseS: 36

      Wear suitable protective clothing.
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Highly Toxic
      Hazardous Materials Attention: Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
      Storage +15°C to +30°C
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, refrigerate (4°C). Stock solutions are stable for up to 1 month at 4°C.
      Packaging Information
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalogue Number GTIN
      164610-700MGCN 04055977207637

      Documentation

      p-Aminophenylmercuric Acetate - CAS 6283-24-5 - Calbiochem Certificates of Analysis

      TitleLot Number
      164610

      References

      Reference overview
      Chen, J.-M., et al. 1991. J. Biol. Chem. 266, 5113.
      Marcy, A.I., et al. 1991. Biochemistry 30, 6476.
      Stricklin, G.P., et al. 1983. Biochemistry 22, 61.
      Data Sheet

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision12-February-2024 JSW
      SynonymsAPMA
      DescriptionAn organomercurial agent used for the activation of latent matrix metalloproteinases (MMPs) in vitro. Acts by facilitating the loss of the enzyme propeptide domain through an autolytic cleavage known as the cysteine switch.
      FormYellow solid
      Recommended reaction conditionsThe MMPs are members of a family of at least twenty Zn2+-dependent endopeptidases that function extracellularly at neutral pH. The MMPs are initially synthesized as latent or inactive zymogens that contain a regulatory propeptide. This propeptide confers the latency by binding to the Zn2+ at the enzyme's active site. MMP activation can be achieved by autoactivation and by the action of other MMPs or proteases, such as furin, urokinase, plasmin, and trypsin, as well as by organomercurial compounds. The following is a protocol from Stricklin, et al. (1983. Biochemistry 22, 61) describing the use of paminophenylmercuric acetate (APMA) to activate pro-MMPs. This protocol is good for other types of organomercurials such as p-(hydroxymercuric) benzoate (PHMB), phenylmercuric chloride (PMC), and mersalyl. Organomercurial stock solutions Prepare stock solutions in 0.1 M NaOH at a concentration range of 10-50 mM just prior to use. Although not absolutely necessary, the stock solution may be adjusted to pH 11 with 5 N HCl. (e.g. Marcy, A.I. et al. 1991. Biochemistry 30, 6476). ProMMPs Prepare proenzyme solutions in 0.1 M Tris-HCl, pH 7.5 at 1-2 mg/ml. Activation of proMMPs To initiate activation, combine proMMP solution with organomercurial stock in a 10:1 volume* ratio (MMPs to organomercurial). Incubate the mixture at 37°C for 2-3 hrs**. *When more organomercurial is desired, make the stock solution more concentrated. Do not exceed the above ratio so that the volume of organomercurial in the mixture is more than about 1/10 of that of the proMMP solution; this could result in significant changes in pH. **It is recommended that an analytical run be conducted first to determine the optimal incubation time. For example, a small-scale experiment with fixed concentration of proMMP and organomercurial would be incubated as described above. Remove aliquots of sample at various time points. Stop the reaction by the addition of concentrated SDS-sample buffer (for example, add 10 µl of 2X sample buffer to a 10 µl aliquot or add 2 µl of 5X sample buffer to an 8 µl aliquot) and then boil. The progress of the activation can then be monitored qualitatively by analyzing these time aliquots on a 12% SDS-PAGE gel. Removing organomercurial from the mixture after activation The activated MMPs can be used without the removal of the organomercurial. Researchers are referred to the following reference for the removal of organomercurial by gel filtration if desired: Marcy, A.I., et al. 1991. Biochemistry 30, 6476
      CAS number6283-24-5
      RTECSOV5550000
      Chemical formulaC₈H₉HgNO₂
      Structure formulaStructure formula
      Purity≥90% by HPLC
      SolubilityDMSO (10 mg/ml) or 0.1 N NaOH (10 mg/ml)
      Storage +15°C to +30°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, refrigerate (4°C). Stock solutions are stable for up to 1 month at 4°C.
      Toxicity Highly Toxic
      ReferencesChen, J.-M., et al. 1991. J. Biol. Chem. 266, 5113.
      Marcy, A.I., et al. 1991. Biochemistry 30, 6476.
      Stricklin, G.P., et al. 1983. Biochemistry 22, 61.