13881-91-9Relevant articles and documents
Features of interaction in the sulfur(IV) oxide-hexamethylenetetramine- water system: A first example of identification of the product with a sulfur-carbon bond
Khoma,Shestaka,Shishkin,Baumer,Brusilovskii, Yu. E.,Koroeva,Ennan,Gel'mbol'D
, p. 620 - 621 (2011)
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Methotrexate analogues. 32. Chain extension, α-carboxyl deletion, and γ-carboxyl replacement by sulfonate and phosphonate: Effect on enzyme binding and cell-growth inhibition
Rosowsky,Forsch,Moran,Kohler,Freisheim
, p. 1326 - 1331 (2007/10/02)
Analogues of methotrexate (MTX) and aminopterin (AMT) with aminophosphonoalkanoic, aminoalkanesulfonic, and aminoalkanephosphonic acid side chains in place of glutamate were synthesized and tested as inhibitors of folylpolyglutamate synthetase (FPGS) from mouse liver. The aminophosphonoalkanoic acid analogues were also tested as inhibitors of dihydrofolate reductase (DHFR) from L1210 murine leukemia cells and as inhibitors of the growth of MTX-sensitive (L1210) and MTX-resistant (L1210/R81) cells in culture. The optimal number of CH2 groups in aminophosphonoalkanoic acid analogues of AMT was found to be two for both enzyme inhibition and cell growth inhibition but was especially critical for activity against FPGS. Deletion of the α-carboxyl also led to diminished anti-FPGS activity in comparison with previously studied homocysteic acid and 2-amino-4-phosphonobutyric acid analogues. In the aminoalkanesulfonic acid analogues of MTX without an α-carboxyl, anti-FPGS activity was low and showed minimal variation as the number of CH2 groups between the carboxamide and sulfonate moieties was changed from one to four. In similar aminoalkanephosphonic acid analogues of MTX, anti-FPGS activity was also low, was comparable for two and three CH2 groups between the carboxamide and phosphonate moieties, and was diminished by monoesterification of the phosphonate group. These effects demonstrate that the α-carboxyl group of folate analogues is involved in binding to the active site of FPGS, and that an α-carboxyl group should be retained as part of the structure of FPGS inhibitors.
Probiotics. Antistaphylococcal and antifibrinolytic activities of omega amino and omega guanidinoalkanesulfonic acids
Fujii,Cook
, p. 502 - 505 (2007/10/05)
A series of ;. aminoalkanesulfonic acid and ω guanidinoalkanesulfonic acids was tested for antistaphylococcal and antifibrinolytic activities. Most of the former and one of the latter class gave better protection against Staphylococcus aureus infections in mice than 4 aminobutyryl L histidine. Most of the ω aminoalkanesulfonic acids showed antifibrinolytic activity, one of them having activity equal to or greater than that of aminocaproic acid, whereas none of the ω guanidinoalkanesulfonic acids had significant antifibrinolytic activity.
