| Identification | Back Directory | [Name]
LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER | [CAS]
14565-47-0 | [Synonyms]
LAURIC ACID-OSU
DODECANOIC ACID-OSU
SUCCINIMIDYL LAURATE
N-LAUROYLOXYSUCCINIMIDE
N-SUCCINIMIDYL DODECANOATE
2,5-Dioxopyrrolidin-1-Yl Dodecanoate
LAURIC ACID N-HYDROXYSUCCINIMIDE EST
LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER
DODECANOIC ACID-N-HYDROXYSUCCINIMIDE ESTER
2,5-Pyrrolidinedione, 1-[(1-oxododecyl)oxy]-
Dodecanoic acid, 2,5-dioxo-1-pyrrolidinyl ester
Lauric acid N-hydroxysuccinimide ester,Succinimidyl laurate
Lauric acid-N-hydroxysuccinimide ester N-Succinimidyl dodecanoate | [Molecular Formula]
C16H27NO4 | [MDL Number]
MFCD00050401 | [MOL File]
14565-47-0.mol | [Molecular Weight]
297.39 |
| Chemical Properties | Back Directory | [Melting point ]
76-77 °C | [Boiling point ]
392.3±25.0 °C(Predicted) | [density ]
1.07±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Off-White | [InChI]
InChI=1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-10-11-16(20)21-17-14(18)12-13-15(17)19/h2-13H2,1H3 | [InChIKey]
LRKGVVJOUNKTGG-UHFFFAOYSA-N | [SMILES]
C(ON1C(=O)CCC1=O)(=O)CCCCCCCCCCC |
| Hazard Information | Back Directory | [Uses]
(2,5-Dioxopyrrolidin-1-yl) dodecanoate is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | [Biochem/physiol Actions]
Lauric acid N-hydroxysuccinimide ester may be used for the synthesis of N-acylamino acids and lipidization of polypeptides or other applications that use N-hydroxysuccinimide ester conjugation chemistry. | [Synthesis]
General procedure: lauric acid (12.0 g, 60 mmol) was dissolved in anhydrous ethyl acetate (100 mL), followed by slow addition of this solution to a solution of anhydrous ethyl acetate (300 mL) containing N-hydroxysuccinimide (NHS) (6.9 g, 60 mmol) and N,N'-dicyclohexylcarbodiimide (DCC) (12.4 g, 60 mmol). . The reaction mixture was stirred overnight at room temperature. After completion of the reaction, the by-product dicyclohexylurea (DCU) was removed by filtration. The filtrate was concentrated under reduced pressure to afford the white crystalline product 2,5-dioxopyrrolidin-1-yl dodecanoate (17.4 g, 95% yield). For further purification, the product was recrystallized with ethanol to give a final pure product of 16.6g. | [References]
[1] Journal of the American Chemical Society, 2015, vol. 137, # 24, p. 7692 - 7705
[2] Journal of the American Chemical Society, 2003, vol. 125, # 40, p. 12110 - 12111
[3] RSC Advances, 2015, vol. 5, # 81, p. 66339 - 66354
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 6, p. 1763 - 1767
[5] Synthetic Communications, 2009, vol. 39, # 24, p. 4467 - 4472 |
|
| Company Name: |
BOC Sciences
|
| Tel: |
1-631-485-4226; 16314854226 |
| Website: |
https://www.bocsci.com |
| Company Name: |
Sigma-Aldrich
|
| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Wuxi AppTec
|
| Tel: |
022-59987777 13552403979 |
| Website: |
www.labnetwork.com |
|