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Merck
CN

870320P

Avanti

N-palmitoyl homocysteine (PHC)

Avanti Research - A Croda Brand 870320P, powder

别名:

N-palmitoyl homocysteine (ammonium salt)

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About This Item

经验公式(希尔记法):
C20H42N2O3S
分子量:
390.62
UNSPSC代码:
12352211
NACRES:
NA.25

表单

powder

包装

pkg of 1 × 25 mg (870320P-25mg)

制造商/商品名称

Avanti Research - A Croda Brand 870320P

运输

dry ice

储存温度

−20°C

SMILES字符串

[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

一般描述

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

应用

N-palmitoyl homocysteine (PHC) has been used in the synthesis of micelle-encapsulated temozolomide (TMZ) and targeted rapamycin micelles (TRaM).

生化/生理作用

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.

包装

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

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids

WGK

WGK 3


历史批次信息供参考:

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D Collins et al.
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
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
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)
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
J Connor et al.
The Journal of cell biology, 101(2), 582-589 (1985-08-01)
We previously showed that liposomes composed of dioleoylphosphatidyl-ethanolamine and palmitoyl-homocysteine (8:2) are highly fusion competent when exposed to an acidic environment of pH less than 6.5. (Connor, J., M. B. Yatvin, and L. Huang, 1984, Proc. Natl. Acad. Sci. USA.

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