trans-2-HEXENOIC ACID - CAS 13419-69-7
Category:
Flavor & Fragrance
Product Name:
trans-2-HEXENOIC ACID
Synonyms:
2-Hexenoic acid, (2E)-, 3-Propylacrylic acid, beta-Propylacrylic acid, e-2-Hexenoic acid, trans-2-HEXENOIC ACID
CAS Number:
13419-69-7
Molecular Weight:
114.14
Molecular Formula:
C6H10O2
COA:
Inquire
MSDS:
Inquire
Olfactive Family:
Others
FEMA:
3169
Odor description:
A cheesy, fatty odor.
Taste description:
Strong acidic, cheesy character.
Chemical Structure
CAS 13419-69-7 trans-2-HEXENOIC ACID

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Reference Reading


1.FaGT2: a multifunctional enzyme from strawberry (Fragaria x ananassa) fruits involved in the metabolism of natural and xenobiotic compounds.
Landmann C1, Fink B, Schwab W. Planta. 2007 Jul;226(2):417-28. Epub 2007 Feb 24.
Fragaria x ananassa UDP-glucose:cinnamate glucosyltransferase (FaGT2) catalyzes the formation of cinnamic acid and p-coumaric acid glucose esters during strawberry fruit ripening. Here, the ripening and oxidative stress induced enzyme was further characterized by testing a range of structurally different substrates of natural and unnatural origin in vitro and comparing their kinetic parameters to elucidate its additional biological functions. The accepted substrates ranged from derivatives of cinnamic acid and benzoic acid to heterocyclic and aliphatic compounds resulting in the formation of O- and S-glucose esters, as well as O-glucosides. In planta assays confirmed the formation of glucose derivatives after injection of the substrates into strawberry fruits. Common chemical and structural features required for activity were the easy subtraction of a proton from the glucosylation site and the conjugation of the formed anion with pi-electrons as best realized in the simplest substrate sorbic acid.
2.Behavioral and electrophysiological responses of Aedes albopictus to certain acids and alcohols present in human skin emanations.
Guha L1, Seenivasagan T, Iqbal ST, Agrawal OP, Parashar BD. Parasitol Res. 2014 Oct;113(10):3781-7. doi: 10.1007/s00436-014-4044-0. Epub 2014 Jul 23.
Human skin emanations attract hungry female mosquitoes toward their host for blood feeding. In this study, we report the flight orientation and electroantennogram response of Aedes albopictus females to certain unsaturated acids and alcohols found in human skin. In the Y-tube olfactometer, odors of lactic acid and 2-methyl-3-pentanol attracted 54-65% of Ae. albopictus females at all doses in a dose-dependent manner. However, at the highest dose (10(-2) g), the acids repelled 40-45% females. Attractancy (ca. 62-68%) at lower doses and repellency (ca. 30-45%) at higher doses were recorded for 3-methyl-3-pentanol and 1-octen-3-ol, while 5-hexen-1-ol, cis-2-hexen-1-ol, and trans 2-hexen-1-ol odor repelled ca. 55-65% of Ae. albopictus females at all doses. Antenna of female Ae. albopictus exhibited a dose-dependent EAG response up to 10(-3) g of L-lactic acid, trans-2-methyl-2-pentenoic acid, 2-octenoic acid, trans-2-hexen-1-ol and 1-octen-3-ol stimulations; however, the highest dose (10(-2) g) caused a little decline in the EAG response.
3.Nucleotide sequence of a portion of the camphor-degrading gene cluster from Rhodococcus sp. NCIMB 9784.
Roberts GA1, Grogan G, Turner NJ, Flitsch SL. DNA Seq. 2004 Apr;15(2):96-103.
Rhodococcus sp. NCIMB 9784 is a camphor-degrading Gram-positive organism originally isolated from activated sewage sludge. A 5.4kbp portion of a proposed camphor degradation gene cluster from this organism was cloned and its nucleotide sequence determined. Four open reading frames (ORFs) were identified encoding proteins possibly involved in camphor metabolism; sequence alignment of the translation products suggested that the ORFs encode for a ferredoxin reductase, acyl-CoA ligase, epimerase and an acyl-CoA dehydrogenase. The last three activities are thought to be involved in the poorly understood late stage of camphor degradation. Our findings are entirely consistent with the proposed formation of a branched 9-carbon acid intermediate (3,4,4-trimethyl-5-oxo-trans-2-hexenoic acid) which has been isolated from the fermentation broth of camphor-grown cells.