R7752

Ristomycin monosulfate

≥90% ristocetin A basis (balance primarily Ristocetin B), powder, platelet activator

• Synonym(s): Ristocetin sulfate salt
• Empirical Formula (Hill Notation): C₉₅H₁₁₀N₈O₄₄ · H₂SO₄
• CAS Number: 11140-99-1
• Molecular Weight: 2166.00
• UNSPSC Code: 12352202
• PubChem Substance ID: 24899399
• NACRES: NA.77
• MDL number: MFCD00076121

Properties

• Product Name: Ristomycin monosulfate, ≥90% ristocetin A basis (balance primarily Ristocetin B)
• SMILES string: COC(=O)[C@@H]1NC(=O)[C@H]2NC(=O)C(NC(=O)[C@@H]3NC(=O)[C@H]4NC(=O)[C@H](NC(=O)[C@H](N)c5ccc(O)c(Oc6cc4cc(O)c6C)c5)[C@H](O)c7ccc(Oc8cc3cc(Oc9ccc(cc9)[C@H]2O[C@H]%10C[C@@H](N)[C@@H](O)[C@H](C)O%10)c8O[C@@H]%11O[C@H](CO[C@@H]%12O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%12O)[C@@H](O)[C@H](O)[C@H]%11O[C@H]%13O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%13O[C@@H]%14OC[C@@H](O)[C@@H](O)[C@@H]%14O)cc7)c%15ccc(O)c(c%15)-c%16c(O[C@@H]%17O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%17O)cc(O)cc1%16
• InChI key: VUOPFFVAZTUEGW-ZNAZZOOYSA-N
• InChI: 1S/C95H110N8O44/c1-30-47(109)18-37-20-49(30)139-50-19-35(9-16-46(50)108)59(97)84(125)102-64-68(113)33-5-11-40(12-6-33)137-52-21-38-22-53(81(52)145-95-83(76(121)72(117)56(143-95)29-134-91-78(123)73(118)67(112)32(3)136-91)147-94-82(75(120)71(116)55(27-105)142-94)146-92-77(122)69(114)48(110)28-133-92)138-41-13-7-34(8-14-41)80(144-57-25-44(96)66(111)31(2)135-57)65-89(130)101-63(90(131)132-4)43-23-39(106)24-51(140-93-79(124)74(119)70(115)54(26-104)141-93)58(43)42-17-36(10-15-45(42)107)60(85(126)103-65)98-87(128)62(38)99-86(127)61(37)100-88(64)129/h5-24,31-32,44,48,54-57,59-80,82-83,91-95,104-124H,25-29,96-97H2,1-4H3,(H,98,128)(H,99,127)(H,100,129)(H,101,130)(H,102,125)(H,103,126)/t31-,32-,44+,48+,54+,55+,56+,57-,59+,60?,61-,62+,63?,64+,65-,66-,67-,68+,69+,70+,71+,72+,73+,74-,75-,76-,77-,78+,79-,80+,82-,83+,91+,92-,93+,94+,95-/m0/s1
• assay: ≥90% ristocetin A basis (balance primarily Ristocetin B)
• mode of action: cell wall synthesis | interferes
• storage temp.: 2-8°C
• Quality Level: 200

Description

Application

Ristomycin monosulfate has been used:

• to activate platelet and induce platelet aggregation[1]
• to study the aggregation responses of platelets from buffalo, horse, pig and sheep[2]
• in in-house ristocetin cofactor von Willebrand factor (VWF:RCo) assay to measure glycoprotein Ib (GpIb) binding activity[3]

Biochem/physiol Actions

Ristocetin activates platelets. Ristocetin-induced platelet agglutination (RIPA) is decreased in patients undergoing chronic hemodialysis. Together with increased plasma glycocalicin levels (a product of enzymatic cleavage of GPIb), RIPA may contribute to diminished platelet adhesion to vascular subendothelium and increased bleeding associated with uremia. Addition of ristocetin and vWf caused specific agglutination of rGPIbα-liposomes suporting the potential use of rGPIbα-liposomes to enhance platelet function in vivo and support hemostasis in thrombocytopenic individuals.

Ristomycin possesses antibacterial activity. It may be used to diagnose von Willebrand disease and Bernard-Soulier syndrome.[4] Ristocetin-induced platelet agglutination (RIPA) is decreased in patients undergoing chronic hemodialysis. Increased plasma glycocalicin levels (a product of enzymatic cleavage of GPIb) and decreased RIPA might reduce platelet adhesion to vascular subendothelium and improve bleeding associated with uremia in patients with chronic hemodialysis.[5]

General description

Ristomycin/ristocetin is a type III glycopeptide. It is a highly glycosylated glycopeptide, previously found in Amycolatopsis lurida.[4]

Other Notes

Glycopeptide antibiotic complex

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)