+ Resolve Article
+ Follow Us
Follow on FacebookFollow on Facebook
Follow on TwitterFollow on Twitter

+ Translate
+ Subscribe to Site Feed
GeoScience Most Shared ContentMost Shared Content

N-Acetyl-S-(1-carbamoyl-2-hydroxy-ethyl)-L-cysteine (iso-GAMA) a further product of human metabolism of acrylamide: comparison with the simultaneously excreted other mercaptuic acids

, : N-Acetyl-S-(1-carbamoyl-2-hydroxy-ethyl)-L-cysteine (iso-GAMA) a further product of human metabolism of acrylamide: comparison with the simultaneously excreted other mercaptuic acids. Archives of Toxicology 83(7): 731-734

The N-acetyl-S-(1-carbamoyl-2-hydroxy-ethyl)-L: -cysteine (iso-GAMA) could be identified as a further human metabolite of acrylamide. In this study, we report the excretion of d(3)-iso-GAMA in human urine after single oral administration of deuterium labelled acrylamide (d(3)-AA). One healthy male volunteer ingested a dose of about 1 mg d(3)-AA which is equivalent to a dose of 13 microg/kg bodyweight. Over a period of 46 h the urine was collected and the d(3)-iso-GAMA levels analysed by LC-ESI-MS/MS. The excretion of iso-GAMA begins five hours after application. It rises to a maximum concentration (c (max)) of 43 microg/l which was quantified in the urine excreted after 22 h (t (max)). The excretion pattern is parallel to that of the major oxidative metabolite N-acetyl-S-(2-carbamoyl-2-hydroxy-ethyl)-L-cysteine (GAMA). Total recovery of iso-GAMA was about 1% of the applied dose. Together with N-acetyl-S-(2-carbamoylethyl)-L: -cysteine (AAMA) and GAMA, 57% of the applied dose is eliminated as mercapturic acids. The elimination kinetics of the three mercapturic acids of AA are compared. We show that dietary doses of acrylamide (AA) cause an overload of detoxification via AAMA and lead to the formation of carcinogenic glycidamide (GA) in the human body.


PMID: 18949457

DOI: 10.1007/s00204-008-0369-8

Other references

Budas, G.R.; Koyanagi, T.; Churchill, E.N.; Mochly-Rosen, D., 2007: Competitive inhibitors and allosteric activators of protein kinase C isoenzymes: a personal account and progress report on transferring academic discoveries to the clinic. PKC (protein kinase C) isoenzymes are related protein kinases, involved in many signalling events in normal state and in disease. Basic research into identifying the molecular basis of PKC selectivity led to simple strategies to identify selective...

Hecker, J.F., 1989: Is there counter-current exchange of drugs in limbs after percutaneous absorption?. A case of Tietze's syndrome is reported. A 43-year-old woman, who had experienced right anterior chest pain and tender swelling of the right first costosternal junction for seven months, showed increased accumulation of the right first, the r...

Brooker, B.E.; Holt, C., 1979: Post-secretory aggregation of caseins. Particles as large as several mu m diam. have been observed occasionally in normal milk and commonly in pre- and post-partum colostrum. These particles can be dissociated by EDTA and their appearance closely resembles that of normal casein micelle...

Taylor, C.E., 1962: Specificity of the Dharmendra antigen as tested in guinea-pigs. International Journal of Leprosy 30: 175-190

Fan, S.G.; Wei, J.F.; Guo, Y.H.; Huang, G.J.; Yu, D.H., 2016: Development of coding single nucleotide polymorphic markers in the pearl oyster Pinctada fucata based on next-generation sequencing and high-resolution melting analysis. NlmCategory="UNASSIGNED">The pearl oyster Pinctada fucata is an important commercial marine shellfish that is cultured for producing saltwater pearls. In this study, 468 single nucleotide polymorphisms (SNPs) were screened from P. fuc...

Rudan, I.; Tomaskovic, L.; Boschi-Pinto, C.; Campbell, H.; Who-Child-Hlth-Epidemiology-Reference-Grp, 2004: Global estimate of the incidence of clinical pneumonia among children under five years of age. Objective Clinical pneumonia (defined as respiratory infections associated with clinical signs of pneumonia, principally pneumonia and bronchiolitis) in children under five years of age is still the leading cause of childhood mortality in the worl...

Aboud, N.; Depré, F.; Salama, A., 2017: Is Autoimmune Thrombocytopenia Itself the Primary Disease in the Presence of Second Diseases Data from a Long-Term Observation. Dependent on the absence or presence of associated diseases, autoimmune thrombocytopenia (ITP) can be classified as primary or secondary form. The manifestation of the associated diseases is not temporally defined and may occur during observation....

Api, A.M.; Belsito, D.; Botelho, D.; Browne, D.; Bruze, M.; Burton, G.A.; Buschmann, J.; Dagli, M.L.; Date, M.; Dekant, W.; Deodhar, C.; Fryer, A.D.; Joshi, K.; La Cava, S.; Lapczynski, A.; Liebler, D.C.; O'Brien, D.; Parakhia, R.; Patel, A.; Penning, T.M.; Ritacco, G.; Romine, J.; Salvito, D.; Schultz, T.W.; Sipes, I.G.; Thakkar, Y.; Tokura, Y.; Tsang, S.; Wahler, J., 2017: RIFM fragrance ingredient safety assessment, 4-Carvomenthenol, CAS Registry Number 562-74-3. Food and Chemical Toxicology

Zhao W J.; L.L.Y.; Wang S B.; Hong Z L.; Liu Y P.; Tong C., 1988: The effect of thiourea on shake flask fermentation of cephalosporin c. Zhongguo Kanfshengsu Zazhi 13(4): 292

Li, C.X.; Yang, Q.; Waters, R.S., 2012: Functional and structural organization of the forelimb representation in cuneate nucleus in rat. We examined the physiological representation of the forelimb in the cuneate nucleus (CN) of forelimb-intact young adult rats (n<hsp sp=".12"/>=<hsp sp=".12"/>38) as the first part in a series of studies aimed at und...