Registration Dossier

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Please be aware that this old REACH registration data factsheet is no longer maintained; it remains frozen as of 19th May 2023.

The new ECHA CHEM database has been released by ECHA, and it now contains all REACH registration data. There are more details on the transition of ECHA's published data to ECHA CHEM here.

Diss Factsheets

Administrative data

Endpoint:
additional toxicological information
Type of information:
experimental study
Adequacy of study:
other information
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
other: Meets generally accepted scientific standards, well documented and acceptable for assessment.

Data source

Reference
Reference Type:
publication
Title:
Mechanism of DNA strand breakage by piperidine at sites of N7-alkylguanines.
Author:
Matthes B.W. et al.
Year:
1986
Bibliographic source:
Biochemica et Biophysica Acta 868, 71-76

Materials and methods

Type of study / information:
The effect of the test substance on the strand breaking ability on N7-alkylguanine was reported.
Test guideline
Qualifier:
no guideline followed
Principles of method if other than guideline:
DNA was digested with a restriction enzyme, 32P-labeled and digested with a second restriction enzyme. These fragment were separated using an agarose gel and fractions containing radioactivity were pooled. After further processing breaks at sites of N7-guanine alkylation were created by resuspending the DNA with piperidine and other amines. Using a polyacrylamide gel electrophoresis, the average number of breaks per DNA molecule was determined.

Test material

Constituent 1
Reference substance name:
N-Methyl Piperidine
IUPAC Name:
N-Methyl Piperidine

Results and discussion

Any other information on results incl. tables

The mechanisms proposed by Maxam and Gilbert (Methods Enzymol. 65, 499 - 560, 1980) that aqueous piperidine creates strand breaks at sites of N7-guanine alkylations was confirmed. It was shown that alkaline conditions catalyze rupture of the C8-N9 bond, forming a formamido-pyrimidine structure which is displaced from the ribose moiety by piperidine. High pH itself will not create strand breaks at sites of N7-alkylguanines. Additionally, they demonstrated that a primary or secondary amine as piperidine is required; a tertiary amine like N-Methyl Piperidine did not induce the formation of strand breaks in alkylated DNA.

Applicant's summary and conclusion