Sulphostin
Sulphostin is an organooxygen compound and an organonitrogen compound. It is functionally related to an alpha-amino acid. Sulphostin has been reported in Streptomyces. human-DPP4 IC50 0.021 microM
General
Type : Natural, Sulfur Compound, Piperidine
Chemical_Nomenclature : [amino-[(3S)-3-amino-2-oxopiperidin-1-yl]phosphoryl]sulfamic acid
Canonical SMILES : C1C[C@@H](C(=O)N(C1)[P@](=O)(N)NS(=O)(=O)O)N
InChI : InChI=1S\/C5H13N4O5PS\/c6-4-2-1-3-9(5(4)10)15(7,11)8-16(12,13)14\/h4H,1-3,6H2,(H3,7,8,11)(H,12,13,14)\/t4-,15-\/m0\/s1 || InChI=1S\/C5H13N4O5PS\/c6-4-2-1-3-9(5(4)10)15(7,11)8-16(12,13)14\/h4H,1-3,6H2,(H3,7,8,11)(H,12,13,14)\/t4-,15+\/m0\/s1 || InChI=1S\/C5H13N4O5PS\/c6-4-2-1-3-9(5(4)10)15(7,11)8-16(12,13)14\/h4H,1-3,6H2,(H3,7,8,11)(H,12,13,14)\/t4-,15?\/m1\/s1
InChIKey : AYVBXTCIPLYEBG-NMAPHRJESA-N || AYVBXTCIPLYEBG-DJBYBYECSA-N || AYVBXTCIPLYEBG-SLNZODJKSA-N
Other name(s) : CHEMBL504823 || SCHEMBL3123071 || CHEBI:205359 || CHEMBL444722 || P-epi sulphostin || SCHEMBL3111210 || BDBM50478408 || 3-epi-Sulphostin || SCHEMBL4076660 || CHEBI:227340
MW : 272.22
Formula : C5H13N4O5PS
CAS_number :
PubChem : 9795469, 11482650, 20594527
UniChem : AYVBXTCIPLYEBG-NMAPHRJESA-N, AYVBXTCIPLYEBG-DJBYBYECSA-N, AYVBXTCIPLYEBG-SLNZODJKSA-N
Target
Families : Sulphostin ligand of proteins in family
DPP4N_Peptidase_S9
Protein :
human-DPP9
human-DPP4
References (4)
| Title : Synthesis and biological activity of sulphostin analogues, novel dipeptidyl peptidase IV inhibitors - Abe_2005_Bioorg.Med.Chem_13_785 |
| Author(s) : Abe M , Akiyama T , Umezawa Y , Yamamoto K , Nagai M , Yamazaki H , Ichikawa Y , Muraoka Y |
| Ref : Bioorganic & Medicinal Chemistry , 13 :785 , 2005 |
| Abstract : |
| PubMedSearch : Abe_2005_Bioorg.Med.Chem_13_785 |
| PubMedID: 15653346 |
| Title : Sulphostin, a novel inhibitor of dipeptidyl peptidases IV (DPPIV) that stimulates hematopoiesis in mice - Abe_2005_J.Antibiot.(Tokyo)_58_111 |
| Author(s) : Abe M , Abe F , Nishimura C , Ichimura E , Ogasawara A , Ichinei M , Muraoka Y , Saino T |
| Ref : J Antibiot (Tokyo) , 58 :111 , 2005 |
| Abstract : |
| PubMedSearch : Abe_2005_J.Antibiot.(Tokyo)_58_111 |
| PubMedID: 15835723 |
| Title : First synthesis and determination of the absolute configuration of sulphostin, a novel inhibitor of dipeptidyl peptidase IV - Abe_2004_J.Nat.Prod_67_999 |
| Author(s) : Abe M , Akiyama T , Nakamura H , Kojima F , Harada S , Muraoka Y |
| Ref : Journal of Natural Products , 67 :999 , 2004 |
| Abstract : |
| PubMedSearch : Abe_2004_J.Nat.Prod_67_999 |
| PubMedID: 15217282 |
| Title : Sulphostin, a potent inhibitor for dipeptidyl peptidase IV from Streptomyces sp. MK251-43F3 - |
| Author(s) : Akiyama T , Abe M , Harada S , Kojima F , Sawa R , Takahashi Y , Naganawa H , Homma Y , Hamada M , Yamaguchi A , Aoyagi T , Muraoka Y , Takeuchi T |
| Ref : J Antibiot (Tokyo) , 54 :744 , 2001 |
| PubMedID: 11714231 |