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Merck
CN

R7752

Ristomycin monosulfate

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

Synonym(s):

Ristocetin sulfate salt

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About This Item

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
Assay:
≥90% ristocetin A basis (balance primarily Ristocetin B)
Quality level:
200

Key Documents

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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

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Related Categories

Other Notes

Glycopeptide antibiotic complex

Application

Ristomycin monosulfate has been used:
  • to activate platelet and induce platelet aggregation
  • to study the aggregation responses of platelets from buffalo, horse, pig and sheep
  • in in-house ristocetin cofactor von Willebrand factor (VWF:RCo) assay to measure glycoprotein Ib (GpIb) binding activity

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. 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.

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000523855
0000523855
0000446969
0000446969
0000446970

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Species variability in platelet aggregation response to different agonists
Pelagalli A, et al.
Journal of Comparative Pathology, 127(2-3), 126-132 (2019)
T Kitaguchi et al.
Biochemical and biophysical research communications, 261(3), 784-789 (1999-08-12)
Platelet glycoprotein (GP) Ib/IX/V complex is a receptor for von Willebrand factor (vWf), which plays a crucial role in primary hemostasis by mediating platelet adhesion to injured blood vessels. We have expressed in CHO cells a fragment of GPIba that
Novel antibodies against GPIb alpha inhibit pulmonary metastasis by affecting vWF-GPIb alpha interaction
Qi Y, et al.
Journal of Hematology & Oncology, 11(1), 117-117 (2018)
J Himmelfarb et al.
American journal of kidney diseases : the official journal of the National Kidney Foundation, 32(1), 132-138 (1998-07-21)
A bleeding diathesis caused by platelet dysfunction is a major cause of morbidity and mortality in patients with uremia. Platelet adhesion to vascular subendothelium is defective in uremia and depends on the interactions of the platelet glycoprotein (GP) Ib/IX complex
Elevated plasma glycocalicin levels and decreased ristocetin-induced platelet agglutination in hemodialysis patients
Himmelfarb J, et al.
American Journal of Kidney Diseases, 32(1), 132-138 (1998)
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