Paclitaxel-Succinic acid
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 620101

CAS#: 117527-50-1

Description: Paclitaxel-Succinic acid, also known as Paclitaxel Succinate or Paclitaxel-hemisuccinic acid, is a paclitaxel derivative with a succinic acid linker. The carboxy group of Paclitaxel-Succinic acid, after activiating, can be used to conjugate with other molecules such as peptides, proteins, antibodies or enzymes, or polymers. Paclitaxel-Succinic acid is a useful agent to make Paclitaxel-conjugate for drug delivery, nanodrug research.


Price and Availability

Size
Price

10mg
USD 150
100mg
USD 750
Size
Price

25mg
USD 250
200mg
USD 1250
Size
Price

50mg
USD 450
1g
USD 2950

Paclitaxel-Succinic acid, purity > 98%, is in stock. The same day shipping out after order is received. Note: the estimated shipping out time for order > 2g may be 6 weeks


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 620101
Name: Paclitaxel-Succinic acid
CAS#: 117527-50-1
Chemical Formula: C51H55NO17
Exact Mass: 953.347
Molecular Weight: 953.991
Elemental Analysis: C, 64.21; H, 5.81; N, 1.47; O, 28.51


Related CAS #: 33069-62-4   117527-50-1    

Synonym: Paclitaxel-Succinic acid; Paclitaxel Succinate; Paclitaxel-hemisuccinic acid.

IUPAC/Chemical Name: 4-(((1S,2R)-1-benzamido-3-(((2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-diacetoxy-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-9-yl)oxy)-3-oxo-1-phenylpropan-2-yl)oxy)-4-oxobutanoic acid

InChi Key: RBNOJYDPFALIQZ-LAVNIZMLSA-N

InChi Code: InChI=1S/C51H55NO17/c1-27-33(66-47(62)41(67-37(58)23-22-36(56)57)39(30-16-10-7-11-17-30)52-45(60)31-18-12-8-13-19-31)25-51(63)44(68-46(61)32-20-14-9-15-21-32)42-49(6,34(55)24-35-50(42,26-64-35)69-29(3)54)43(59)40(65-28(2)53)38(27)48(51,4)5/h7-21,33-35,39-42,44,55,63H,22-26H2,1-6H3,(H,52,60)(H,56,57)/t33-,34-,35+,39-,40+,41+,42-,44-,49+,50-,51+/m0/s1

SMILES Code: [H][C@@]1([C@@H]([C@@](C2(C)C)(C[C@@H](C(C)=C2[C@H](C([C@]([C@H](C[C@]34[H])O)1C)=O)OC(C)=O)OC([C@@H]([C@H](C5=CC=CC=C5)NC(C6=CC=CC=C6)=O)OC(CCC(O)=O)=O)=O)O)OC(C7=CC=CC=C7)=O)[C@@]3(CO4)OC(C)=O


Technical Data

Appearance:
Solid powder

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

Certificate of Analysis:

Safety Data Sheet (MSDS):

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, not in water

Shelf Life:
>2 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).

Harmonized System Code:
293490


References

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2: Yin S, Huai J, Chen X, Yang Y, Zhang X, Gan Y, Wang G, Gu X, Li J. Intracellular delivery and antitumor effects of a redox-responsive polymeric paclitaxel conjugate based on hyaluronic acid. Acta Biomater. 2015 Oct 15;26:274-85. doi: 10.1016/j.actbio.2015.08.029. Epub 2015 Aug 20. PubMed PMID: 26300335.

3: He X, Lin M, Lu T, Qu Z, Xu F. Molecular analysis of interactions between a PAMAM dendrimer-paclitaxel conjugate and a biomembrane. Phys Chem Chem Phys. 2015 Nov 28;17(44):29507-17. doi: 10.1039/c5cp02242h. Epub 2015 Aug 10. PubMed PMID: 26256278.

4: Wu D, Zheng Y, Hu X, Fan Z, Jing X. Anti-tumor activity of folate targeted biodegradable polymer-paclitaxel conjugate micelles on EMT-6 breast cancer model. Mater Sci Eng C Mater Biol Appl. 2015 Aug;53:68-75. doi: 10.1016/j.msec.2015.04.012. Epub 2015 Apr 14. PubMed PMID: 26042692.

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6: Ma P, Zhang X, Ni L, Li J, Zhang F, Wang Z, Lian S, Sun K. Targeted delivery of polyamidoamine-paclitaxel conjugate functionalized with anti-human epidermal growth factor receptor 2 trastuzumab. Int J Nanomedicine. 2015 Mar 18;10:2173-90. doi: 10.2147/IJN.S77152. eCollection 2015. PubMed PMID: 25834432; PubMed Central PMCID: PMC4370923.

7: Peng L, Schorzman AN, Ma P, Madden AJ, Zamboni WC, Benhabbour SR, Mumper RJ. 2'-(2-bromohexadecanoyl)-paclitaxel conjugate nanoparticles for the treatment of non-small cell lung cancer in an orthotopic xenograft mouse model. Int J Nanomedicine. 2014 Jul 30;9:3601-10. doi: 10.2147/IJN.S66040. eCollection 2014. PubMed PMID: 25114529; PubMed Central PMCID: PMC4124067.

8: Oyama T, Takeuchi H, Matsuda S, Ozawa S, Kitajima M, Kitagawa Y. Translymphatic chemotherapy targeting sentinel lymph nodes using a novel phospholipid polymer-Paclitaxel conjugate. Anticancer Res. 2014 Apr;34(4):1751-7. PubMed PMID: 24692706.

9: Caron J, Maksimenko A, Wack S, Lepeltier E, Bourgaux C, Morvan E, Leblanc K, Couvreur P, Desmaële D. Improving the antitumor activity of squalenoyl-paclitaxel conjugate nanoassemblies by manipulating the linker between paclitaxel and squalene. Adv Healthc Mater. 2013 Jan;2(1):172-85. doi: 10.1002/adhm.201200099. Epub 2012 Dec 4. PubMed PMID: 23213041.

10: Ma P, Rahima Benhabbour S, Feng L, Mumper RJ. 2'-Behenoyl-paclitaxel conjugate containing lipid nanoparticles for the treatment of metastatic breast cancer. Cancer Lett. 2013 Jul 1;334(2):253-62. doi: 10.1016/j.canlet.2012.08.009. Epub 2012 Aug 16. PubMed PMID: 22902506; PubMed Central PMCID: PMC3522796.

11: Liang L, Lin SW, Dai W, Lu JK, Yang TY, Xiang Y, Zhang Y, Li RT, Zhang Q. Novel cathepsin B-sensitive paclitaxel conjugate: Higher water solubility, better efficacy and lower toxicity. J Control Release. 2012 Jun 28;160(3):618-29. doi: 10.1016/j.jconrel.2012.02.020. Epub 2012 Mar 3. PubMed PMID: 22410114.

12: Wang Z, Hu X, Yue J, Jing X. Experimental study on biodegradable polymer-paclitaxel conjugate micelles for chemotherapy of C6 glioma. J Control Release. 2011 Nov 30;152 Suppl 1:e41-2. doi: 10.1016/j.jconrel.2011.08.110. PubMed PMID: 22195914.

13: Yang D, Van S, Liu J, Wang J, Jiang X, Wang Y, Yu L. Physicochemical properties and biocompatibility of a polymer-paclitaxel conjugate for cancer treatment. Int J Nanomedicine. 2011;6:2557-66. doi: 10.2147/IJN.S25044. Epub 2011 Oct 21. PubMed PMID: 22072890; PubMed Central PMCID: PMC3205149.

14: Galer CE, Sano D, Ghosh SC, Hah JH, Auzenne E, Hamir AN, Myers JN, Klostergaard J. Hyaluronic acid-paclitaxel conjugate inhibits growth of human squamous cell carcinomas of the head and neck via a hyaluronic acid-mediated mechanism. Oral Oncol. 2011 Nov;47(11):1039-47. doi: 10.1016/j.oraloncology.2011.07.029. Epub 2011 Sep 7. PubMed PMID: 21903450.

15: Li S, Gray BP, McGuire MJ, Brown KC. Synthesis and biological evaluation of a peptide-paclitaxel conjugate which targets the integrin αvβ₆. Bioorg Med Chem. 2011 Sep 15;19(18):5480-9. doi: 10.1016/j.bmc.2011.07.046. Epub 2011 Aug 4. PubMed PMID: 21868241; PubMed Central PMCID: PMC3195361.

16: Wan Y, Zheng Y, Song X, Hu X, Liu S, Tong T, Jing X. Anti-tumor activity of biodegradable polymer-paclitaxel conjugate micelles on Lewis lung cancer mice models. J Biomater Sci Polym Ed. 2011;22(9):1131-46. doi: 10.1163/092050610X500570. PubMed PMID: 20594407.

17: Zhang SQ, Song YN, He XH, Zhong BH, Zhang ZQ. Liquid chromatography-tandem mass spectrometry for the determination of paclitaxel in rat plasma after intravenous administration of poly(L-glutamic acid)-alanine-paclitaxel conjugate. J Pharm Biomed Anal. 2010 Apr 6;51(5):1169-74. doi: 10.1016/j.jpba.2009.11.030. Epub 2009 Dec 4. PubMed PMID: 20036092.

18: Chun C, Lee SM, Kim SY, Yang HK, Song SC. Thermosensitive poly(organophosphazene)-paclitaxel conjugate gels for antitumor applications. Biomaterials. 2009 Apr;30(12):2349-60. doi: 10.1016/j.biomaterials.2008.12.083. PubMed PMID: 19178941.

19: Ryppa C, Mann-Steinberg H, Biniossek ML, Satchi-Fainaro R, Kratz F. In vitro and in vivo evaluation of a paclitaxel conjugate with the divalent peptide E-[c(RGDfK)2] that targets integrin alpha v beta 3. Int J Pharm. 2009 Feb 23;368(1-2):89-97. doi: 10.1016/j.ijpharm.2008.09.055. Epub 2008 Oct 17. PubMed PMID: 18992308.

20: Lee H, Lee K, Park TG. Hyaluronic acid-paclitaxel conjugate micelles: synthesis, characterization, and antitumor activity. Bioconjug Chem. 2008 Jun;19(6):1319-25. doi: 10.1021/bc8000485. Epub 2008 May 16. PubMed PMID: 18481885.