870320P
Avanti
N-palmitoyl homocysteine (PHC)
Avanti Polar Lipids 870320P, powder
Sign Into View Organizational & Contract Pricing
All Photos(1)
N-palmitoyl homocysteine (ammonium salt)
C20H42N2O3S
Recommended Products
form
powder
packaging
pkg of 1 × 25 mg (870320P-25mg)
manufacturer/tradename
Avanti Polar Lipids 870320P
shipped in
dry ice
storage temp.
−20°C
SMILES string
[O-]C(C(NC(CCCCCCCCCCCCCCC)=O)CCS)=O.[NH4+]
InChI
1S/C20H39NO3S.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)21-18(16-17-25)20(23)24;/h18,25H,2-17H2,1H3,(H,21,22)(H,23,24);1H3
InChI key
WUXWCXRWTBPUKZ-UHFFFAOYSA-N
General description
N-palmitoyl homocysteine (PHC) is a pH sensitive head group modified lipid.
Application
N-palmitoyl homocysteine (PHC) has been used in the synthesis of micelle-encapsulated temozolomide (TMZ) and targeted rapamycin micelles (TRaM).
Biochem/physiol Actions
Liposomes containing pH-sensitive molecules facilitate site-specific drug release in response to the change of pH in the surrounding serum. They deliver drugs or gene fragments into the cytoplasm through the endocytotic pathway. Unlike plain liposomes, pH-sensitive liposomes effectively protect drugs and other encapsulated contents such as enzymes, plasmids, proteins and peptides from being potentially degraded at the lysosomal level. They have a wide range of clinical applications such as a carrier of potent drugs for cancer, pulmonary and infectious diseases, a vaccine adjuvant and a vehicle for contrasting agents during imaging. In addition, pH-sensitive liposomes also facilitate the transport of nucleic acids during gene therapy. DOPE liposomes containing PHC deliver their contents at the early endosome.
Packaging
5 mL Amber Glass Screw Cap Vial (870320P-25mg)
WGK
WGK 3
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Science (New York, N.Y.), 210(4475), 1253-1255 (1980-12-12)
When pH-sensitive molecules are incorporated into liposomes, drugs can be specifically released from these vesicles by a change of pH in the ambient serum. Liposomes containing the pH-sensitive lipid palmitoyl homocysteine (PHC) were constructed so that the greatest pH differential
Biochimica et biophysica acta, 987(1), 47-55 (1989-12-11)
By combining dioleoylphosphatidylethanolamine (DOPE) with oleic acid (OA), palmitoylhomocysteine (PHC) or dipalmitoylsuccinylglycerol (DPSG) we have prepared pH-sensitive liposomes with different acid sensitivities. DOPE/OA liposomes are the most acid sensitive, while DOPE/DPSG liposomes are the least acid sensitive. Incubation of DOPE/OA
Formation strategies, mechanism of intracellular delivery and potential clinical applications of pH-sensitive liposomes
Asian Journal of Pharmaceutical Sciences , 8(6), 319-328 (2013)
Proceedings of the National Academy of Sciences of the United States of America, 81(6), 1715-1718 (1984-03-01)
Sonicated unilamellar liposomes containing phosphatidylethanolamine and palmitoylhomocysteine fuse rapidly when the medium pH is lowered from 7 to 5. Liposome fusion was demonstrated by (i) mixing of the liposomal lipids as shown by resonance energy transfer, (ii) gel filtration, and
Nanomedicine (London, England), 11(6), 581-595 (2016-03-24)
Glioblastoma multiforme is a devastating disease with no curative options due to the difficulty in achieving sufficient quantities of effective chemotherapies into the tumor past the blood-brain barrier. Micelles loaded with temozolomide (TMZ) were designed to increase the delivery of
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service