Available from stock

N-(3-Hydroxydodecanoyl)-L-homoserine lactone

SKU: H0087

Category: Quorum Sensing

Synonyms: 3OH-C12-HSL, 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)dodecanamide; 216596-73-5
CAS-Number: C₁₆H₂₉NO₄
Molecular Formula: 299.41
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (NMR)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: DMF, acetonitrile, chloroform

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Transportation: Not dangerous goods

Description: Quorum sensing agent. N-(3-Hydroxydodecanoyl)-L-homoserine lactone (3OH-C12-HSL) is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention and formation of biofilms. The DL-version of 3OH-C12-HSL, triggered apoptosis of bone marrow-derived macrophages through ER- and mitochondria-mediated pathways and as a virulence factor, contributed to bacterial infection and survival as well as the modification of host responses in the early stages of infection [6].
Smiles: O=C(CC(CCCCCCCCC)O)N[C@@H]1C(OCC1)=O
InChi Key: RGTXFFYJJNWEPV-KZUDCZAMSA-N
References: (1) S.R. Chhabra, et al.; J. Med. Chem. 46, 97 (2003) , (2) C.L. Weingart, et al.; Mol. Microbiol. 57, 452 (2005) , (3) P. Lumjiaktase, et al.; Microbiol. 152, 3651 (2006) , (4) A. Gonzalez, et al.; Appl. Microbiol. Biotechnol. 97, 3729 (2013) , (5) E. Readel, et al.; Anal. Bioanal. Chem. 412, 2927 (2020) , (6) K. Woo, et al.; Int. J. Mol. Sci. 22, 7565 (2021)
InChi: InChI=1S/C16H29NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h13-14,18H,2-12H2,1H3,(H,17,19)/t13?,14-/m0/s1

Quorum sensing agent. N-(3-Hydroxydodecanoyl)-L-homoserine lactone (3OH-C12-HSL) is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention and formation of biofilms. The DL-version of 3OH-C12-HSL, triggered apoptosis of bone marrow-derived macrophages through ER- and mitochondria-mediated pathways and as a virulence factor, contributed to bacterial infection and survival as well as the modification of host responses in the early stages of infection [6].

SKU: H0087 Category: Quorum Sensing

Additional information

Additional information

Synonyms	3OH-C12-HSL, 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)dodecanamide
Purity	≥97% (NMR)
Appearance	White to off-white powder
CAS-Number	216596-73-5
Molecular Formula	C16H29NO4
Molecular Weight	299.41
Identity	1H-NMR
Solvents	DMF, acetonitrile, chloroform
Smiles	O=C(CC(CCCCCCCCC)O)N[C@@H]1C(OCC1)=O
InChi Key	RGTXFFYJJNWEPV-KZUDCZAMSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) S.R. Chhabra, et al.; J. Med. Chem. 46, 97 (2003), (2) C.L. Weingart, et al.; Mol. Microbiol. 57, 452 (2005), (3) P. Lumjiaktase, et al.; Microbiol. 152, 3651 (2006), (4) A. Gonzalez, et al.; Appl. Microbiol. Biotechnol. 97, 3729 (2013), (5) E. Readel, et al.; Anal. Bioanal. Chem. 412, 2927 (2020), (6) K. Woo, et al.; Int. J. Mol. Sci. 22, 7565 (2021)
InChi	InChI=1S/C16H29NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h13-14,18H,2-12H2,1H3,(H,17,19)/t13?,14-/m0/s1
Quantity	25 mg, 250 mg, Bulk