MS 8209 | CAS#136458-97-4 | (TNF-alpha) mRNA expression

MedKoo Cat#: 592865 | Name: MS 8209

Description:

WARNING: This product is for research use only, not for human or veterinary use.

MS 8209 is an amphotericin B derivative has effects on on tumor necrosis factor alpha synthesis and human immunodeficiency virus replication in macrophages.

Chemical Structure

MS 8209

CAS#136458-97-4

Theoretical Analysis

MedKoo Cat#: 592865

Name: MS 8209

CAS#: 136458-97-4

Chemical Formula: C67H104N2O27

Exact Mass: 1368.6826

Molecular Weight: 1369.52

Elemental Analysis: C, 58.76; H, 7.65; N, 2.05; O, 31.54

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

MS 8209; MS-8209; MS8209

IUPAC/Chemical Name

Amphotericin B, N-(1-deoxy-4,6-O-(phenylmethylene)-D-fructos-1-yl)-, compd. with 1-deoxy-1-(methylamino)-D-glucitol (1:1)

InChi Key

JSUJKMOBITWFIW-DLNBIMPSSA-N

InChi Code

InChI=1S/C60H87NO22.C7H17NO5/c1-34-20-16-13-11-9-7-5-6-8-10-12-14-19-23-42(81-59-55(74)51(53(72)37(4)80-59)61-32-46(68)54(73)56-47(69)33-78-58(82-56)38-21-17-15-18-22-38)29-48-50(57(75)76)45(67)31-60(77,83-48)30-41(64)27-44(66)43(65)25-24-39(62)26-40(63)28-49(70)79-36(3)35(2)52(34)71;1-8-2-4(10)6(12)7(13)5(11)3-9/h5-23,34-37,39-45,47-48,50-56,58-59,61-67,69,71-74,77H,24-33H2,1-4H3,(H,75,76);4-13H,2-3H2,1H3/b6-5+,9-7+,10-8-,13-11+,14-12-,20-16+,23-19-;/t34-,35-,36-,37+,39+,40+,41-,42-,43+,44+,45+,47+,48+,50+,51-,52+,53+,54+,55-,56+,58-,59+,60+;4-,5+,6+,7+/m00/s1

SMILES Code

O[C@H](C(CN[C@H]1[C@@H]([C@H](O[C@@H]([C@H]1O)O[C@H]2/C=C\C=C/C=C\C=C\C=C\C=C\C=C\[C@H](C)[C@H]([C@H]([C@@H](OC(C[C@H](O)C[C@H](O)CC[C@@H](O)[C@@H](C[C@H](O)C[C@]3(O[C@H](C2)[C@H](C(O)=O)[C@@H](C3)O)O)O)=O)C)C)O)C)O)=O)[C@@H]4O[C@@H](c5ccccc5)OC[C@H]4O.O[C@H]([C@H](CNC)O)[C@H](O)[C@@H](CO)O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,369.52 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Clayette P, Martin M, Beringue V, Dereuddre-Bosquet N, Adjou KT, Seman M, Dormont D. Effects of MS-8209, an amphotericin B derivative, on tumor necrosis factor alpha synthesis and human immunodeficiency virus replication in macrophages. Antimicrob Agents Chemother. 2000 Feb;44(2):405-7. PubMed PMID: 10639370; PubMed Central PMCID: PMC89691. 2: Grigoriev VB, Adjou KT, Salès N, Simoneau S, Deslys JP, Seman M, Dormont D, Fournier JG. Effects of the polyene antibiotic derivative MS-8209 on the astrocyte lysosomal system of scrapie-infected hamsters. J Mol Neurosci. 2002 Jun;18(3):271-81. PubMed PMID: 12059046. 3: Adjou KT, Demaimay R, Lasmezas C, Deslys JP, Seman M, Dormont D. MS-8209, a new amphotericin B derivative, provides enhanced efficacy in delaying hamster scrapie. Antimicrob Agents Chemother. 1995 Dec;39(12):2810-2. PubMed PMID: 8593027; PubMed Central PMCID: PMC163037. 4: Adjou KT, Privat N, Demart S, Deslys JP, Seman M, Hauw JJ, Dormont D. MS-8209, an amphotericin B analogue, delays the appearance of spongiosis, astrogliosis and PrPres accumulation in the brain of scrapie-infected hamsters. J Comp Pathol. 2000 Jan;122(1):3-8. PubMed PMID: 10627386. 5: Adjou KT, Demaimay R, Deslys JP, Lasmézas CI, Beringue V, Demart S, Lamoury F, Seman M, Dormont D. MS-8209, a water-soluble amphotericin B derivative, affects both scrapie agent replication and PrPres accumulation in Syrian hamster scrapie. J Gen Virol. 1999 Apr;80 ( Pt 4):1079-85. PubMed PMID: 10211979. 6: Saint-Julien L, Joly V, Seman M, Carbon C, Yeni P. Activity of MS-8209, a nonester amphotericin B derivative, in treatment of experimental systemic mycoses. Antimicrob Agents Chemother. 1992 Dec;36(12):2722-8. PubMed PMID: 1482139; PubMed Central PMCID: PMC245535. 7: Beringue V, Adjou KT, Lamoury F, Maignien T, Deslys JP, Race R, Dormont D. Opposite effects of dextran sulfate 500, the polyene antibiotic MS-8209, and Congo red on accumulation of the protease-resistant isoform of PrP in the spleens of mice inoculated intraperitoneally with the scrapie agent. J Virol. 2000 Jun;74(12):5432-40. PubMed PMID: 10823847; PubMed Central PMCID: PMC112027. 8: Céfai D, Hadida F, Jung M, Debre P, Vernin JG, Seman M. MS-8209, a new Amphotericin B derivative that inhibits HIV-1 replication in vitro and restores T-cell activation via the CD3/TcR in HIV-infected CD4+ cells. AIDS. 1991 Dec;5(12):1453-61. PubMed PMID: 1726040. 9: Adjou KT, Demaimay R, Lasmézas CI, Seman M, Deslys JP, Dormont D. Differential effects of a new amphotericin B derivative, MS-8209, on mouse BSE and scrapie: implications for the mechanism of action of polyene antibiotics. Res Virol. 1996 Jul-Aug;147(4):213-8. PubMed PMID: 8837228. 10: Demaimay R, Adjou K, Lasmézas C, Lazarini F, Cherifi K, Seman M, Deslys JP, Dormont D. Pharmacological studies of a new derivative of amphotericin B, MS-8209, in mouse and hamster scrapie. J Gen Virol. 1994 Sep;75 ( Pt 9):2499-503. PubMed PMID: 7915757. 11: Beringue V, Lasmézas CI, Adjou KT, Demaimay R, Lamoury F, Deslys JP, Seman M, Dormont D. Inhibiting scrapie neuroinvasion by polyene antibiotic treatment of SCID mice. J Gen Virol. 1999 Jul;80 ( Pt 7):1873-7. PubMed PMID: 10423158. 12: Adjou KT, Dilda P, Aumond P, Gueddari S, Deslys JP, Dormont D, Seman M. Increase of monoamine oxidase-B activity in the brain of scrapie-infected hamsters. Neurochem Int. 2008 Jun;52(8):1416-21. doi: 10.1016/j.neuint.2008.03.002. Epub 2008 Mar 18. PubMed PMID: 18442871. 13: Adjou KT, Seman M. [What are the prospects for pharmacological treatment of prion disease?]. Therapie. 2002 Mar-Apr;57(2):123-7. French. PubMed PMID: 12185959. 14: Demaimay R, Race R, Chesebro B. Effectiveness of polyene antibiotics in treatment of transmissible spongiform encephalopathy in transgenic mice expressing Syrian hamster PrP only in neurons. J Virol. 1999 Apr;73(4):3511-3. PubMed PMID: 10074211; PubMed Central PMCID: PMC104121. 15: Demaimay R, Adjou KT, Beringue V, Demart S, Lasmézas CI, Deslys JP, Seman M, Dormont D. Late treatment with polyene antibiotics can prolong the survival time of scrapie-infected animals. J Virol. 1997 Dec;71(12):9685-9. PubMed PMID: 9371634; PubMed Central PMCID: PMC230278. 16: Seman M, Adjou KT. [Therapeutic prospects for subacute transmissible spongiform encephalopathies]. Rev Prat. 1999 May 1;49(9):971-5. Review. French. PubMed PMID: 11865463. 17: Magierowska-Jung M, Cefaï D, Marrakchi H, Chieze F, Agut H, Huraux JM, Seman M. In vitro determination of antiviral activity of MS8209, a new amphotericin B derivative, against primary isolates of HIV1. Res Virol. 1996 Sep-Oct;147(5):313-8. PubMed PMID: 8881000. 18: Pleskoff O, Sol N, Marrakchi H, Serlin M, Seman M, Alizon M. Possible role of the V3 domain of gp120 in resistance to an amphotericin B derivative (MS8209) blocking human immunodeficiency virus entry. J Virol. 1996 Nov;70(11):8247-51. PubMed PMID: 8892962; PubMed Central PMCID: PMC190911. 19: Cronier S, Beringue V, Bellon A, Peyrin JM, Laude H. Prion strain- and species-dependent effects of antiprion molecules in primary neuronal cultures. J Virol. 2007 Dec;81(24):13794-800. Epub 2007 Oct 3. PubMed PMID: 17913812; PubMed Central PMCID: PMC2168876. 20: Beringue V, Lamoury F, Adjou KT, Maignien T, Demoy M, Couvreur P, Dormont D. Pharmacological manipulation of early PrPres accumulation in the spleen of scrapie-infected mice. Arch Virol Suppl. 2000;(16):39-56. PubMed PMID: 11214934.