N-Lauroylsarcosine sodium salt solution - ≥97%(HPLC), 30% aqueous solution , CAS No.137-16-6

CAS: 137-16-6 Cat. No.: N466557 Molecular Weight: 293.39 Beilstein Registry Number: 5322974 EC Number: 205-281-5

GRADE & PURITY ≥97%(HPLC), 30% aqueous solution

Synonyms

Benzeneacetic acid, alpha-cyclohexyl-alpha-hydroxy-, (1,4,5,6-tetrahydro-1-methyl-2-pyrimidinyl)methyl ester, monohydrochloride | Glycine, N-methyl-N-(1-oxododecyl)-, sodium salt | SODIUM N-LAUROYL SARCOSINATE | N-Lauroylsarcosine, sodium salt | MEDIALAN

Storage

Room temperature

Overview

Description

N-Lauroylsarcosine (Sarcosyl) is an ionic surfactant useful in a wide range of solubilization and permeation applications from solubilization of membrane proteins to enhancement of skin permeability in transdermal applications.

Specifications

Synonyms

Benzeneacetic acid, alpha-cyclohexyl-alpha-hydroxy-, (1, 4, 5, 6-tetrahydro-1-methyl-2-pyrimidinyl)methyl ester, monohydrochloride | Glycine, N-methyl-N-(1-oxododecyl)-, sodium salt | SODIUM N-LAUROYL SARCOSINATE | N-Lauroylsarcosine, sodium salt | MEDIALAN

Specifications & Purity

≥97%(HPLC), 30% aqueous solution

Storage

Room temperature

Note

Solubilization of membrane proteins; useful for rupturing of eukaryote cells in transcription studies; In the lysis ofClostridium perfringensfor rapid extraction of plasmids

Purity

≥97%(HPLC)

Names and Identifiers

• PH: 7.0-9.0 (25 °C)
• Canonical Smiles: CCCCCCCCCCCC(=O)N(C)CC(=O)[O-].[Na+]
• IUPAC Name: sodium;2-[dodecanoyl(methyl)amino]acetate
• InChIKey: KSAVQLQVUXSOCR-UHFFFAOYSA-M
• INCHI: 1S/C15H29NO3.Na/c1-3-4-5-6-7-8-9-10-11-12-14(17)16(2)13-15(18)19;/h3-13H2,1-2H3,(H,18,19);/q;+1/p-1
• Isomeric SMILES: CCCCCCCCCCCC(=O)N(C)CC(=O)[O-].[Na+]
• WGK Germany: 1
• RTECS: MC0598960
• Molecular Weight: 293.39
• Beilstein: 5322974
• Reaxy-Rn: 5322974
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5322974&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 N-acyl-alpha amino acids and derivatives
              • Level8 N-acyl-alpha amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - N-acyl-alpha amino acids and derivatives
• Direct Parent: N-acyl-alpha amino acids
• Alternative Parents: N-acyl amines Tertiary carboxylic acid amides Carboxylic acid salts Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic zwitterions Organic sodium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: N-acyl-alpha-amino acid - N-acyl-amine - Tertiary carboxylic acid amide - Carboxamide group - Carboxylic acid salt - Carboxylic acid - Monocarboxylic acid or derivatives - Organic alkali metal salt - Organic zwitterion - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Organic salt - Organic sodium salt - Organic nitrogen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

Discover Target: PPARA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

Discover Target: Ppard

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water at 20 °C
• Flash Point(°F): 512.6 °F
• Flash Point(°C): 267 °C
• Melt Point(°C): 46°C(lit.)
• Molecular Weight: 293.380 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 293.197 Da
• Monoisotopic Mass: 293.197 Da
• Topological Polar Surface Area: 60.400 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 260.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Yuying Zhang, Ying Wang, Xuhui Huang, Jie Zheng, Libo Qi, Baoshang Fu, Lei Qin.  (2023)  Nutritional value of different parts from sea eel (Astroconger myriaster) determined by untargeted-lipidomic approach.  FOOD RESEARCH INTERNATIONAL,      [PMID:37803738] [10.1016/j.foodres.2023.113402]

2. Siwenjie Qian, Yanju Chen, Cheng Peng, Xiaofu Wang, Hui Wu, Yang Che, Huanying Wang, Junfeng Xu, Jian Wu.  (2022)  Dipstick-based rapid nucleic acids purification and CRISPR/Cas12a-mediated isothermal amplification for visual detection of African swine fever virus.  TALANTA,      [PMID:35149424] [10.1016/j.talanta.2022.123294]

3. Mengle Huang, Yanjun Tang, Peng Zhu.  (2021)  Effect of sodium N-lauroylsarcosinate/hypromellose on the dispersibility and rheological behavior of carbon black for paper coating application.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2021.106514]

4. Yu Luo, Shenyu Huang, Lie Ma.  (2021)  A novel detergent-based decellularization combined with carbodiimide crosslinking for improving anti-calcification of bioprosthetic heart valve.  Biomedical Materials,  16  (4): (045022).  [PMID:33979785] [10.1088/1748-605X/ac0088]

5. Yu-Ying Zhang, Yu-Xi Liu, Zheng Zhou, Da-Yong Zhou, Ming Du, Bei-Wei Zhu, Lei Qin.  (2019)  Improving Lipidomic Coverage Using UPLC-ESI-Q-TOF-MS for Marine Shellfish by Optimizing the Mobile Phase and Resuspension Solvents.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:31293164] [10.1021/acs.jafc.9b01343]

6. Shaoxin Deng, Chengxiang Shi, Xueyan Xu, Hui Zhao, Pingchuan Sun, Tiehong Chen.  (2014)  Synergy between Polyamine and Anionic Surfactant: A Bioinspired Approach for Ordered Mesoporous Silica.  LANGMUIR,      [PMID:24571136] [10.1021/la404478b]

7. Liang Wang, Zheng Zhou, Ji Wang, Xu-Song Wang, Da-Yong Zhou, Lei Qin, Xu-Hui Huang.  (2024)  Mechanism of differentiated and targeted catalysis in complex lipid system under lipase and lipoxygenase mediation.  FOOD CHEMISTRY,      [PMID:39709915] [10.1016/j.foodchem.2024.142503]

8. Li Zhang, Shanxia Jin, Xiaofeng Guo, Yi Yu, Ping Zhou.  (2026)  Laser-induced photochemical click reaction enabling on-line tagging and detection of phosphatidylethanolamine by MALDI-mass spectrometry.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2026.116916]