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14464-31-4

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14464-31-4 Usage

Description

N-Succinimidyl palmitate is an intermidate for synthesis of lipid molecules. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules.

Chemical Properties

N-SUCCINIMIDYL PALMITATE is Colourless Shiny Flakes

Uses

Different sources of media describe the Uses of 14464-31-4 differently. You can refer to the following data:
1. N-hydroxysuccinimide ester of palmitic acid. Esters of N-hydroxysuccinimide have been used for the preparation of N-acylamino acids, aminoacyl-tRNA, coenzyme A, thioglycolic acid, ceramides, etc
2. N-hydroxysuccinimide ester of palmitic acid. Esters of N-hydroxysuccinimide have been used for the preparation of N-acylamino acids, aminoacyl-tRNA, coenzyme A, thioglycolic acid, ceramides, etc.

Check Digit Verification of cas no

The CAS Registry Mumber 14464-31-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,4,6 and 4 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 14464-31:
(7*1)+(6*4)+(5*4)+(4*6)+(3*4)+(2*3)+(1*1)=94
94 % 10 = 4
So 14464-31-4 is a valid CAS Registry Number.
InChI:InChI=1/C20H35NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(24)25-21-18(22)16-17-19(21)23/h2-17H2,1H3

14464-31-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Succinimidyl Palmitate

1.2 Other means of identification

Product number -
Other names Palmitic acid N-hydroxysuccinimide ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14464-31-4 SDS

14464-31-4Relevant articles and documents

Functionalization of poly(amidoamine) dendrimers with hydrophobic chains for improved gene delivery in mesenchymal stem cells

Santos, José L.,Oliveira, Hugo,Pandita, Deepti,Rodrigues, Jo?o,Pêgo, Ana P.,Granja, Pedro L.,Tomás, Helena

, p. 55 - 64 (2010)

A new family of gene delivery vectors is synthesized consisting of a medium-size generation PAMAM dendrimer (generation 5, with amine termini) core randomly linked at the periphery to hydrophobic chains that vary in length (12 to 16 carbon alkyl chains) and number (from 4.2 to 9.7 in average). The idea subjacent to the present work is to join the advantages of the cationic nature of the dendrimer with the capacity of lipids to interact with biological membranes. Unlike other amphiphilic systems designed for the same purpose, where the hydrophobic and hydrophilic moieties coexist in opposite sides, the present vectors have a hydrophilic interior and a hydrophobic corona. The vectors are characterized in respect to their ability to neutralize, bind and compact plasmid DNA (pDNA). The complexes formed between the vectors and pDNA are analyzed concerning their size, ζ-potential, resistance to serum nucleases, capacity of being internalized by cells and transfection efficiency. These new vectors show a remarkable capacity for mediating the internalization of pDNA with minimum cytotoxicity, being this effect positively correlated with the -CH2- content present in the hydrophobic corona. Gene expression in MSCs, a cell type with relevancy in the regenerative medicine clinical context, is also enhanced using the new vectors but, in this case, the higher efficiency is shown by the vectors containing the smallest hydrophobic chains.

Chemical modification of recombinant hirudin with palmitic acid in mixed aqueous-organic solutions

Wang, Shu-Chang,Wang, Xu-Dong,Teng, Xin-Nan,Xiu, Zhi-Long

, p. 85 - 92 (2019)

In this study, chemical modification of recombinant hirudin variant-2 (HV2) with palmitic acid (PAL) was proposed as an alternative approach to circumvent the limitations of PEGylation. To facilitate a sufficient contact of the hydrophilic HV2 to the hydrophobic PAL, thereby improving the reaction specificity to achieve the desired mono-PAL-HV2 with high retained bioactivity, the reaction was developed in mixed aqueous-organic solutions. Compared with HV2 conjugation with PAL-benzotriazole (PAL-BTA) in mixed aqueous-NMP solution, the conjugation of HV2 with PAL-N-hydroxysuccinimide (PAL-NHS) in mixed aqueous-DMSO solution could improve the site-specific conjugation of one PAL molecule to a particular lysine residue. Furthermore, the reaction mixture of the latter was further purified by preparative liquid chromatography. Three mono-PAL-HV2 isomers were obtained and retained 36%, 4% and 89% of the in vitro anticoagulant activity of unmodified HV2, respectively. One of the mono-PAL-HV2 isomers, namely, mono-PAL-HV2-3, was isolated with the highest selectivity and exhibited the highest in vitro anticoagulant bioactivity. Modification site analysis of mono-PAL-HV2-3 revealed that a single PAL molecule was conjugated at Lys27 of HV2. This study presented a successful PAL modification in which site-specific reaction was improved to achieve the desired mono-PAL-HV2 with highly retained bioactivity in mixed aqueous-organic solutions.

Systematic exploration of lipophilic tags that allow efficient anchoring of aptamers to live cell surfaces

Tokunaga, Takeshi,Kuwahata, Kohei,Sando, Shinsuke

, p. 127 - 129 (2013)

We carried out a systematic exploration of lipophilic tag molecules that allow efficient anchoring of aptamers to live cell surfaces. Among the lipids tested, the C16 dialkyl (dipalmitoylphosphatidylethanolamine) tag showed a good performance: a high anchoring yield and long retention on live cells. The 3'-C16 dialkyl tag-labeled fluorescent aptamer sensor, targeting thrombin, was prepared. The aptamer sensor was anchored successfully to live cells, allowing fluorescence detection of thrombin on the cell surface.

Palmitoyl derivatives of interferon α: Potential for cutaneous delivery

Foldvari, Marianna,Attah-Poku, Samuel,Hu, Jiaping,Li, Qimin,Hughes, Huw,Babiuk, Lorne A.,Kruger, Sandra

, p. 1203 - 1208 (1998)

Palmitoyl derivatives of interferon α2b (p-IFNα) were prepared by covalent attachment of the fatty acid to lysine residues in the protein through a reaction with N-hydroxysuccinimide palmitate ester. The p-IFNα was characterized by capillary electrophoresis (CE), mass spectrometry (MS), SDS- PAGE, and antiviral assay. Flow-through diffusion cells and human breast skins were used to measure cutaneous and percutaneous absorption. Formation of p-IFNα derivatives was demonstrated by CE to be dependent on reaction time and reagent: protein ratio. Electrospray MS of the crude p-IFNα mixture indicated three populations of IFNα derivatives with 10, 11, and 12 palmitoyl substitutions. The addition of palmitoyl residues to IFNα under the conditions described reduced the antiviral specific activity by 50%. However, the cutaneous absorption of p-IFNα was about 5-6 times greater than the parent protein. The amount of p-IFNα and IFN α in whole skin after 24 h of treatment was 2.106 ± 1.216 μg/cm2 and 0.407 ± 0.108μg/cm2, respectively. Approximately two times higher flux was detected for p-IFNα compared to the nonfatty acylated IFNα. The total amount of drug diffused in 24 h was also approximately two times higher for the p-IFNα. The results indicate a potential for using fatty acylated derivatives of IFN α for dermal and transdermal delivery.

Synthesis and Antitumor Activity of Conjugates Based on the Phe-D-Trp-Lys-Thr Peptide Fragment of Somatostatin

Avdeev,Sidorova,Ovchinnikov,Moiseeva,Osipov,Balaev,Khachatryan

, p. 248 - 252 (2019)

Abstract: New somatostatin analogs containing the fragments of adamantane, coumarin, tetrahydrocarbazole, and palmitic acid of the general formula R-Phe-D-Trp-Lys(Boc)-Thr-OMe have been synthesized. The structure of the conjugates combines a peptide fragm

COMPOUND COMPRISING A NUCLEIC ACID AND A HALF-LIFE EXTENSION MOTIF

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Paragraph 0750; 0763; 0806, (2021/06/04)

Disclosed herein are compounds including a nucleic acid (A), their preparation, and their use.

PALMITOYLETHANOLAMIDE COMPOUNDS

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Page/Page column 42, (2021/10/02)

The present application provides palmitoylethanolamide compounds useful for treating a disease or disorder in a subject in need thereof. Pharmaceutical compositions comprising the compounds and methods of treating diseases or disorders are also provided.

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