Palmitic acid-1-13C

Base Information

• Chemical Name: Palmitic acid-1-13C
• CAS No.: 57677-53-9
• Molecular Formula: C16H32 O2
• Molecular Weight: 257.43
• European Community (EC) Number: 624-077-0
• UNII: 2QQO35IYD7
• DSSTox Substance ID: DTXSID40432301
• Wikidata: Q82246374
• Mol file: 57677-53-9.mol

Synonyms:Palmitic acid-1-13C;57677-53-9;Hexadecanoic acid-1-13C;(113C)hexadecanoic acid;Hexadecanoic-1-13c acid;2QQO35IYD7;HEXADECANOICACID-1-13C;starbld0016623;2-Hydroxyethylbenzylsulfide;UNII-2QQO35IYD7;Palmitic acid-1-(13-C);SCHEMBL1332805;DTXSID40432301;HY-N0830S3;(1-13C)HEXADECANOIC ACID;AKOS015893927;MS-23632;Palmitic acid-1-13C, 99 atom % 13C;CS-0203900;D78975;Palmitic acid-1-13C, S & P tested, 99 atom % 13C

Chemical Property of Palmitic acid-1-13C

Chemical Property:

• Melting Point: 61-64oC(lit.)
• Boiling Point: 271.5 °C100 mm Hg(lit.)
• PSA: 37.30000
• Density: 0.855 g/mL at 25 °C
• LogP: 5.55230
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 257.243585095
• Heavy Atom Count: 18
• Complexity: 178

Purity/Quality:

99% ^*data from raw suppliers

Palmitic acid-1-13C 99 atom % ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)O
• Isomeric SMILES: CCCCCCCCCCCCCCC[13C](=O)O
• Description: Palmitic acid-13C is intended for use as an internal standard for the quantification of palmitic acid by GC- or LC-MS. Palmitic acid is a common 16-carbon saturated fat that represents 10-20% of human dietary fat intake and comprises approximately 25 and 65% of human total plasma lipids and saturated fatty acids, respectively. Acylation of palmitic acid to proteins facilitates anchoring of membrane-bound proteins to the lipid bilayer and trafficking of intracellular proteins, promotes protein-vesicle interactions, and regulates various G protein-coupled receptor functions. Red blood cell palmitic acid levels are increased in patients with metabolic syndrome compared to patients without metabolic syndrome and are also increased in the plasma of patients with type 2 diabetes compared to individuals without diabetes.
• Uses: Hexadecanoic-1-13C Acid is a labeled analog of Palmitic Acid (P144500), which is a common fatty acid found in plants and animals. The body converts excess carbohydrates into Palmitic Acid, thus Palmitic Acid is the first fatty acid produced during fatty acid synthesis as well as a precursor for longer fatty acids.

Technology Process of Palmitic acid-1-13C

There total 1 articles about Palmitic acid-1-13C which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 1-13C-palmitic acid (57677-53-9)

Guidance literature:

1-Brompentadecan, Na¹³CN;

DOI:10.1002/hlca.19750580704

Reference yield: 79.0%

1-13C-palmitic acid (57677-53-9) + C50H66O9 → 1-O-(10-methyldodecanoyl)-2-O-(1-13C-hexadecanoyl)-sn-glyceryl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c6cc09584d

Reference yield: 77.0%

1-13C-palmitic acid (57677-53-9) + 1-O-dodecanoyl-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside → 1-O-dodecanoyl-2-O-(1-13C-hexadecanoyl)-sn-glyceryl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Guidance literature:

1-O-dodecanoyl-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside; With ammonium cerium (IV) nitrate; water; In acetonitrile; at 20 ℃; for 2h;

1-¹³C-palmitic acid; With dmap; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; regioselective reaction;

DOI:10.1039/c6cc09584d

Downstream raw materials:

N-palmitoyl-D-erythro-sphingomyelin-1'-13C