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Merck

SML1240

Fondaparinux sodium

≥95% (HPLC), Factor Xa inhibitor, powder

Synonyme(s) :

Fondaparin sodium, Methyl O-2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl-(14)-O-β-D-glucopyranuronosyl-(14)-O-2-deoxy-3,6-di-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl-(14)-O-2-O-sulfo-α-L-idopyranuronosyl-(14)-2-deoxy-2-(sulfoamino)-α-D-glucopyranoside 6-(hydrogen sulfate) sodium salt, SR-90107A

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About This Item

Formule empirique (notation de Hill) :
C31H43N3O49S8 · 10Na
Numéro CAS:
Poids moléculaire :
1728.08
UNSPSC Code:
12352200
NACRES:
NA.77

Nom du produit

Fondaparinux sodium, ≥95% (HPLC)

SMILES string

[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[S](=O)(=O)(N[C@H]1[C@H](O[C@@H]([C@H]([C@@H]1O[S](=O)(=O)[O-])O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O[C@H]5O[C@@H]([C@H]([C@@H]([C@H]5N[S](=O)(=O)[O-])O)O)CO[S](=O)(=O)[O-])C(=O)[O-])CO[S](=O)(

InChI

1S/C31H53N3O49S8.10Na/c1-69-27-9(33-85(48,49)50)13(37)17(6(74-27)3-71-88(57,58)59)76-31-22(83-91(66,67)68)16(40)21(24(81-31)26(43)44)79-29-10(34-86(51,52)53)19(82-90(63,64)65)18(7(75-29)4-72-89(60,61)62)77-30-15(39)14(38)20(23(80-30)25(41)42)78-28-8(32-84(45,46)47)12(36)11(35)5(73-28)2-70-87(54,55)56;;;;;;;;;;/h5-24,27-40H,2-4H2,1H3,(H,41,42)(H,43,44)(H,45,46,47)(H,48,49,50)(H,51,52,53)(H,54,55,56)(H,57,58,59)(H,60,61,62)(H,63,64,65)(H,66,67,68);;;;;;;;;;/q;10*+1/p-10/t5-,6-,7-,8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18-,19-,20+,21+,22-,23+,24-,27+,28-,29-,30-,31-;;;;;;;;;;/m1........../s1

InChI key

XEKSTYNIJLDDAZ-JASSWCPGSA-D

assay

≥95% (HPLC)

form

powder

optical activity

[α]/D 42.0 to 55.0° (c = 0.5 in water)

storage condition

desiccated

color

white to beige

solubility

H2O: 20 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

Quality Level

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Application

Fondaparinux sodium has been used to test its neutralizing effect towards enterovirus D68-947 infection. It may be used in ultraviolet photodissociation (UVPD) measurements.

Biochem/physiol Actions

Fondaparinux sodium is an antithrombotic anticoagulant, a Factor Xa inhibitor.
Fondaparinux sodium is an antithrombotic anticoagulant, a Factor Xa inhibitor. Fondaparinux sodium is chemically related to low molecular weight heparins. Its pentasaccharide structure corresponds to the antithrombin III (ATIII) binding site of heparin. Fondaparinux sodium binding at this site potentiates the natural inhibitory effect of ATIII against factor Xa by a factor of approximately 300, which results in inhibition of thrombin generation.

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Consulter la Bibliothèque de documents

Qing Guo et al.
Analytical and bioanalytical chemistry, 411(20), 5033-5045 (2019-06-04)
Glycosaminoglycans (GAGs) are carbohydrate polyionic polymers that participate in a host of critically important biological processes. A significant difficulty in the comprehensive structural characterization of GAGs is the determination of specific sulfation position isomers. We chose to circumvent sulfate lability
Emad Abdallah et al.
Obesity surgery, 30(10), 3735-3741 (2020-06-05)
Laparoscopic sleeve gastrectomy (LSG) is an effective bariatric procedure, yet can be followed by complications such as staple line leak and bleeding, vomiting, and gastroesophageal reflux disease (GERD). Various attempts have been described in the literature to improve the early
Ragini Bhake et al.
The Journal of clinical endocrinology and metabolism, 105(4) (2019-09-19)
In humans, approximately 95% of circulating cortisol is bound to corticosteroid-binding globulin and albumin. It is only the free fraction that is biologically active and can activate signaling pathways via glucocorticoid hormone receptors in cells. Microdialysis is a well-established technique
Adam M Hawkridge et al.
Analytical and bioanalytical chemistry, 412(28), 7925-7935 (2020-09-19)
The 3-O sulfate-modified -GlcNS3S6S- monosaccharide in heparin and heparan sulfate glycosaminoglycans (HSGAGs) is a relatively rare yet important modification that facilitates HSGAG-antithrombin binding and subsequent anticoagulant activity. Detecting this modification in complex HSGAG mixtures is a longstanding goal to identify
Li Fu et al.
Advanced drug delivery reviews, 97, 237-249 (2015-11-12)
Heparin and heparan sulfates are closely related linear anionic polysaccharides, called glycosaminoglycans, which exhibit a number of important biological and pharmacological activities. These polysaccharides, having complex structures and polydispersity, are biosynthesized in the Golgi of animal cells. While heparan sulfate

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