All Photos(1)



N-palmitoyl homocysteine (PHC)

N-palmitoyl homocysteine (ammonium salt), powder

Empirical Formula (Hill Notation):
CAS Number:
Molecular Weight:




pkg of 1 × 25 mg (870320P-25mg)

shipped in

dry ice

storage temp.


SMILES string


General description

N-palmitoyl homocysteine (PHC) is a pH sensitive head group modified lipid.


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.


5 mL Amber Glass Screw Cap Vial (870320P-25mg)

Storage Class Code

13 - Non Combustible Solids

WGK Germany


Certificate of Analysis

Certificate of Origin

Formation strategies, mechanism of intracellular delivery and potential clinical applications of pH-sensitive liposomes
Liu X and Huang G
Asian Journal of Pharmaceutical Sciences , 8(6), 319-328 (2013)
M B Yatvin et al.
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...
Y Lee et al.
Wiley interdisciplinary reviews. Nanomedicine and nanobiotechnology, 9(5) (2017-02-16)
The ultimate goal of drug delivery is to increase the bioavailability and reduce the toxic side effects of the active pharmaceutical ingredient (API) by releasing them at a specific site of action. In the case of antitumor therapy, association of...
Kayla Miller et al.
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...
J Connor et al.
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...

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