880124 | DSPE-PEG(2000) Folate

1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[folate(polyethylene glycol)-2000] (ammonium salt)


Powder

Size SKU Packaging Price
1mg 880124P-1mg 880124P-1mg 1 x 1mg $484.31
5mg 880124P-5mg 880124P-5mg 1 x 5mg $1,668.20
10mg 880124P-10mg 880124P-10mg 1 x 10mg $2,260.10

Chloroform/Methanol

Size SKU Packaging Price
10mg 880124X-10mg 880124X-10mg 1 x 10mg 10mg/mL 1mL $2,260.10
1mg 880124X-1mg 880124X-1mg 1 x 1mg 1mg/mL 1mL $484.31
Base Price: ${originalprice|money}
Custom Packaging: (${concentration} @$4.00/ea. + $100) ${custompackagingtotal|money}
Packaging: ${concentration}
Item Total: ${totalprice|money}
(Sales Tax may apply)
Please select an option above.
${sku} - ${concentration}

DSPE-PEG(2000) Folate

DSPE-PEG(2000) Folate

1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[folate(polyethylene glycol)-2000] (ammonium salt)

Folate receptors are cellular surface markers for numerous solid tumors and myeloid leukemias.  Avanti now offers a derivative, DSPE-PEG-folate, which can be incorporated into liposomes as a targeting ligand.
Folate targeted drug delivery has emerged as an alternative therapy for the treatment and imaging of many cancers and inflammatory diseases. Due to its small molecular size and high binding affinity for cell surface folate receptors (FR), folate conjugates have the ability to deliver a variety of molecular complexes to pathologic cells without causing harm to normal tissues. Complexes that have been successfully delivered to FR expressing cells, to date, include protein toxins, immune stimulants, chemotherapeutic agents, liposomes, nanoparticles, and imaging agents. This review will summarize the applications of folic acid as a targeting ligand and highlight the various methods being developed for delivery of therapeutic and imaging agents to FR-expressing cells.
Hilgenbrink, A.R., Low, P.S. (2005). Folate Receptor-Mediated Drug Targeting: From Therapeutics to Diagnostics. Wiley-Liss, Inc. and the American Pharmacists Association J Pharm Sci 94:2135–2146.

Representative Structure

The molecular weight and exact mass are averages based on the polydispersity of PEG. 

Hygroscopic
Yes
Light Sensitive
No
Molecular Formula

C151H286N11O59P (average MW due to polydispersity of PEG)

Percent Composition

C 56.13%, H 8.92%, N 4.77%, O 29.22%, P 0.96%

Purity
According to the published synthetic protocol, the product will be 80-85% gamma conjugated and contain 15-20% of the other positional isomer. This does not seem to impact the functionality.
Stability
1 Year
Storage Temperature
-20°C
CAS Number
1236288-25-7
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
3230.941
Exact Mass
3228.945
Synonyms
<p>Dissolved in chloroform/methanol (9:1, v/v)</p>

Liu Y, Chen S, Sun J, Zhu S, Chen C, Xie W, Zheng J, Zhu Y, Xiao L, Hao L, Wang Z, Chang S. Folate-Targeted and Oxygen/Indocyanine Green-Loaded Lipid Nanoparticles for Dual-Mode Imaging and Photo-sonodynamic/Photothermal Therapy of Ovarian Cancer in Vitro and in Vivo. Mol Pharm. 2019 Oct 7;16(10):4104-4120. doi: 10.1021/acs.molpharmaceut.9b00339. Epub 2019 Sep 13.

PubMed ID: 31517495

Yoon HY, Chang IH, Goo YT, Kim CH, Kang TH, Kim SY, Lee SJ, Song SH, Whang YM, Choi YW. Intravesical delivery of rapamycin via folate-modified liposomes dispersed in thermo-reversible hydrogel. Int J Nanomedicine. 2019 Aug 5;14:6249-6268. doi: 10.2147/IJN.S216432. eCollection 2019.

PubMed ID: 31496684

Tang S, Li Y. Sorafenib-Loaded Ligand-Functionalized Polymer-Lipid Hybrid Nanoparticles for Enhanced Therapeutic Effect Against Liver Cancer. J Nanosci Nanotechnol. 2019 Nov 1;19(11):6866-6871. doi: 10.1166/jnn.2019.16936.

PubMed ID: 31039838

Won Il Choi, Abhishek Sahu, Frederik R. Wurm, and Seong-Min Jo. Magnetoliposomes with size controllable insertion of magnetic nanoparticles for efficient targeting of cancer cells. (Paper) RSC Adv., 2019, 9, 15053-15060. doi: 10.1039/C9RA02529D


Akhtar A, Ghali L, Wang SX, Bell C, Li D, Wen X. Optimisation of Folate-Mediated Liposomal Encapsulated Arsenic Trioxide for Treating HPV-Positive Cervical Cancer Cells In Vitro. Int J Mol Sci. 2019 Apr 30;20(9). pii: E2156. doi: 10.3390/ijms20092156.

PubMed ID: 31052347

Tang J, Li B, Howard CB, Mahler SM, Thurecht KJ, Wu Y, Huang L, Xu ZP. Multifunctional lipid-coated calcium phosphate nanoplatforms for complete inhibition of large triple negative breast cancer via targeted combined therapy. Biomaterials. 2019 May 31;216:119232. doi: 10.1016/j.biomaterials.2019.119232. [Epub ahead of print]

PubMed ID: 31195300

Ding H, Cai Y, Chen J, Lu T, Wen W, Nie G, Wang X. Cryodesiccation-driven crystallization preparation approach for zinc(II)-phthalocyanine nanodots in cancer photodynamic therapy and photoacoustic imaging. Mikrochim Acta. 2019 Mar 13;186(4):237. doi: 10.1007/s00604-019-3286-z.

PubMed ID: 30868242

Cheng Y, Zou T, Dai M, He XY, Peng N, Wu K, Wang XQ, Liao CY, Liu Y. Doxorubicin loaded tumor-triggered targeting ammonium bicarbonate liposomes for tumor-specific drug delivery. Colloids Surf B Biointerfaces. 2019 Mar 2;178:263-268. doi: 10.1016/j.colsurfb.2019.03.002. [Epub ahead of print]

PubMed ID: 30877911

Nguyen VD, Min HK, Kim CS, Han J, Park JO, Choi E. Folate receptor-targeted liposomal nanocomplex for effective synergistic photothermal-chemotherapy of breast cancer in vivo. Colloids Surf B Biointerfaces. 2019 Jan 1;173:539-548. doi: 10.1016/j.colsurfb.2018.10.013. Epub 2018 Oct 9.

PubMed ID: 30343218

Tahmasbi Rad A, Chen CW, Aresh W, Xia Y, Lai PS, Nieh MP. Combinational Effects of Active Targeting, Shape, and Enhanced Permeability and Retention for Cancer Theranostic Nanocarriers. ACS Appl Mater Interfaces. 2019 Mar 20;11(11):10505-10519. doi: 10.1021/acsami.8b21609. Epub 2019 Mar 11.

PubMed ID: 30793580

Duan X, Jiang XF , Hu D , Liu P , Li S , Huang F , Ma Y , Xu QH , Cao Y. Red emitting conjugated polymer based nanophotosensitizers for selectively targeted two-photon excitation imaging guided photodynamic therapy. Nanoscale. 2018 Dec 20;11(1):185-192. doi: 10.1039/c8nr06957c.

PubMed ID: 30525149

Chiu SJ, Liu S, Perrotti D, Marcucci G, Lee RJ. Efficient delivery of a Bcl-2-specific antisense oligodeoxyribonucleotide (G3139) via transferrin receptor-targeted liposomes. J Control Release. 2006 May 15;112(2):199-207. Epub 2006 Mar 6.

PubMed ID: 16564596

Wu J, Liu Q, Lee RJ. A folate receptor-targeted liposomal formulation for paclitaxel. Int J Pharm. 2006 Jun 19;316(1-2):148-53. Epub 2006 Mar 6.

PubMed ID: 16564654

Shiokawa T, Hattori Y, Kawano K, Ohguchi Y, Kawakami H, Toma K, Maitani Y. Effect of polyethylene glycol linker chain length of folate-linked microemulsions loading aclacinomycin A on targeting ability and antitumor effect in vitro and in vivo. Clin Cancer Res. 2005 Mar 1;11(5):2018-25.

PubMed ID: 15756028

Zhang Y, Guo L, Roeske RW, Antony AC, Jayaram HN. Pteroyl-gamma-glutamate-cysteine synthesis and its application in folate receptor-mediated cancer cell targeting using folate-tethered liposomes. Anal Biochem. 2004 Sep 1;332(1):168-77.

PubMed ID: 15301962

Gabizon A, Horowitz AT, Goren D, Tzemach D, Mandelbaum-Shavit F, Qazen MM, Zalipsky S. Targeting folate receptor with folate linked to extremities of poly(ethylene glycol)-grafted liposomes: in vitro studies. Bioconjug Chem. 1999 Mar-Apr;10(2):289-98.


PubMed ID: 10077479