O6-Benzylguanine, antineoplastic agent. (ab142739)

Overview

  • Product name

    O6-Benzylguanine, antineoplastic agent.
  • Description

    Guanine analog. Antineoplastic agent.
  • Biological description

    Guanine analog. Antineoplastic agent. Forms DNA adducts at the O6 position of guanine. Substrate O6-alkylguanine-DNA alkyltransferase inhibitor. Forms S-benzylcysteine at the active site. Shows antitumor effects in vivo.
  • Purity

    > 98%
  • CAS Number

    19916-73-5
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    6-Phenylmethoxy-7H-purin-2-amine
  • Molecular weight

    241.25
  • Molecular formula

    C12H11N5O
  • PubChem identifier

    4578
  • Storage instructions

    Store at Room Temperature. The product can be stored for up to 12 months.
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    C1=CC=C(C=C1)COC2=NC(=NC3=C2NC=N3)N
  • Source

    Synthetic

  • Research areas

References

This product has been referenced in:

  • Zhu R  et al. 4-nitrobenzyloxycarbonyl derivatives of O(6)-benzylguanine as hypoxia-activated prodrug inhibitors of O(6)-alkylguanine-DNA alkyltransferase (AGT), which produces resistance to agents targeting the O-6 position of DNA guanine. J Med Chem 54:7720-8 (2011). Read more (PubMed: 21955333) »
  • Rhines LD  et al. O6-benzylguanine potentiates the antitumor effect of locally delivered carmustine against an intracranial rat glioma. Cancer Res 60:6307-10 (2000). Read more (PubMed: 11103789) »
  • Gerson SL  et al. Synergistic efficacy of O6-benzylguanine and 1,3-bis(2-chloroethyl)-1-nitrosourea (BCNU) in a human colon cancer xenograft completely resistant to BCNU alone. Biochem Pharmacol 45:483-91 (1993). Read more (PubMed: 8435098) »
  • Dolan ME  et al. Depletion of mammalian O6-alkylguanine-DNA alkyltransferase activity by O6-benzylguanine provides a means to evaluate the role of this protein in protection against carcinogenic and therapeutic alkylating agents. Proc Natl Acad Sci U S A 87:5368-72 (1990). Read more (PubMed: 2164681) »

Customer reviews and Q&As

Question
Answer

Ab142739 should be soluble in methanol to 20 mg/ml.

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Please note: All products are "FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC PROCEDURES, NOT FOR USE IN HUMANS"
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