PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
19686037-0	2010	Water-Soluble alpha,beta-unsaturated aldehydes of cigarette smoke induce carbonylation of human serum albumin.	alpha,beta-unsaturated aldehydes	14-46	albumin	Homo sapiens	96-109
21306579-0	2011	Cigarette smoke and alpha,beta-unsaturated aldehydes elicit VEGF release through the p38 MAPK pathway in human airway smooth muscle cells and lung fibroblasts.	alpha,beta-unsaturated aldehydes	20-52	vascular endothelial growth factor A	Homo sapiens	60-64
21306579-0	2011	Cigarette smoke and alpha,beta-unsaturated aldehydes elicit VEGF release through the p38 MAPK pathway in human airway smooth muscle cells and lung fibroblasts.	alpha,beta-unsaturated aldehydes	20-52	mitogen-activated protein kinase 14	Homo sapiens	85-88
21306579-10	2011	CONCLUSIONS AND IMPLICATIONS: alpha,beta-Unsaturated aldehydes and possibly reactive oxygen species contained in cigarette smoke stimulate VEGF expression and release from pulmonary cells through p38 MAPK signalling.	alpha,beta-unsaturated aldehydes	30-62	vascular endothelial growth factor A	Homo sapiens	139-143
21306579-10	2011	CONCLUSIONS AND IMPLICATIONS: alpha,beta-Unsaturated aldehydes and possibly reactive oxygen species contained in cigarette smoke stimulate VEGF expression and release from pulmonary cells through p38 MAPK signalling.	alpha,beta-unsaturated aldehydes	30-62	mitogen-activated protein kinase 14	Homo sapiens	196-199
19845671-2	2009	TRPA1 is activated by a series of irritant exogenous and endogenous alpha,beta-unsaturated aldehydes which seem to play a role in airway diseases.	alpha,beta-unsaturated aldehydes	68-100	transient receptor potential cation channel subfamily A member 1	Cavia porcellus	0-5
19921041-2	2009	In the presence of Pd(OAc), PPh3, NaOAc, TBAB and air, N-allylbenzenamines underwent the reaction with various aryl halides to afford the corresponding alpha,beta-unsaturated aldehydes selectively in moderate to good yields.	alpha,beta-unsaturated aldehydes	152-184	caveolin 1	Homo sapiens	28-32
19845671-7	2009	Acrolein and crotonaldehyde, two alpha,beta-unsaturated aldehydes recently identified as TRPA1 stimulants and contained in cigarette smoke, air pollution or produced endogenously by oxidative stress, caused a remarkable tussive effect, a response that was selectively inhibited by HC-030031.	alpha,beta-unsaturated aldehydes	33-65	transient receptor potential cation channel subfamily A member 1	Cavia porcellus	89-94
19286926-0	2009	alpha,beta-Unsaturated aldehydes contained in cigarette smoke elicit IL-8 release in pulmonary cells through mitogen-activated protein kinases.	alpha,beta-unsaturated aldehydes	0-32	C-X-C motif chemokine ligand 8	Homo sapiens	69-73
19675911-2	2009	In the first step, reaction of the boron enolate of (S)-N-propionyl-5,5-dimethyl-oxazolidin-2-one with a series of alpha,beta-unsaturated aldehydes affords their corresponding syn-aldol products in high de.	alpha,beta-unsaturated aldehydes	115-147	synemin	Homo sapiens	176-179
25214677-1	2009	LUMO-lowering organocatalysis has been extended to promote the conjugate addition of S-alkyl and -pyrrolyl silylketene acetals to alpha,beta-unsaturated aldehydes, yielding both, syn and anti Mukaiyama-Michael products with high levels of enantioselectivity.	alpha,beta-unsaturated aldehydes	130-162	synemin	Homo sapiens	179-182
19286926-4	2009	CSE-evoked IL-8 release was mimicked by acrolein and crotonaldehyde at concentrations (3-60 microM each) found in CSE and fully prevented by 1 mM alpha,beta-unsaturated aldehydes scavengers N-acetylcysteine (NAC) or sodium 2-mercaptoethanesulfonate.	alpha,beta-unsaturated aldehydes	146-178	C-X-C motif chemokine ligand 8	Homo sapiens	11-15
19286926-10	2009	In summary, our data show that alpha,beta-unsaturated aldehydes-evoked phosphorylation of p38 and ERK1/2 underlies IL-8 release elicited by CSE, thus shedding light on the mechanisms through which cigarette smoke can initiate inflammation in the lung.	alpha,beta-unsaturated aldehydes	31-63	mitogen-activated protein kinase 1	Homo sapiens	90-93
19286926-10	2009	In summary, our data show that alpha,beta-unsaturated aldehydes-evoked phosphorylation of p38 and ERK1/2 underlies IL-8 release elicited by CSE, thus shedding light on the mechanisms through which cigarette smoke can initiate inflammation in the lung.	alpha,beta-unsaturated aldehydes	31-63	mitogen-activated protein kinase 3	Homo sapiens	98-104
19286926-10	2009	In summary, our data show that alpha,beta-unsaturated aldehydes-evoked phosphorylation of p38 and ERK1/2 underlies IL-8 release elicited by CSE, thus shedding light on the mechanisms through which cigarette smoke can initiate inflammation in the lung.	alpha,beta-unsaturated aldehydes	31-63	C-X-C motif chemokine ligand 8	Homo sapiens	115-119
18232660-2	2008	Diffusible electrophilic alpha,beta-unsaturated aldehydes, such as 4-hydroxynonenal (HNE), have been shown to modify proteins that mediate cell signaling (e.g., IKK and Keap1) and alter gene expression pathways responsible for inducing antioxidant genes, heat shock proteins, and the DNA damage response.	alpha,beta-unsaturated aldehydes	25-57	kelch like ECH associated protein 1	Homo sapiens	169-174
18568077-7	2008	These data identify alpha,beta-unsaturated aldehydes as the main causative agents in CS that via TRPA1 stimulation mediate airway neurogenic inflammation and suggest a role for TRPA1 in the pathogenesis of CS-induced diseases.	alpha,beta-unsaturated aldehydes	20-52	transient receptor potential cation channel subfamily A member 1	Cavia porcellus	97-102
17655273-13	2007	The results indicate that inactivation of PTPs should be considered as a possible contributor to the diverse biological activities of acrolein and structurally related alpha,beta-unsaturated aldehydes.	alpha,beta-unsaturated aldehydes	168-200	6-pyruvoyltetrahydropterin synthase	Homo sapiens	42-46
17694530-0	2007	Organocatalysed asymmetric beta-amination and multicomponent syn-selective diamination of alpha,beta-unsaturated aldehydes.	alpha,beta-unsaturated aldehydes	90-122	synemin	Homo sapiens	61-64
17491020-2	2007	The alpha,beta-unsaturated aldehydes in cigarette smoke (acrolein and crotonaldehyde) inhibited production of interleukin-2 (IL-2), IL-10, granulocyte-macrophage colony-stimulating factor, interferon-gamma, and tumor necrosis factor-alpha by human T cells but did not inhibit production of IL-8.	alpha,beta-unsaturated aldehydes	4-36	interleukin 2	Homo sapiens	110-123
17491020-2	2007	The alpha,beta-unsaturated aldehydes in cigarette smoke (acrolein and crotonaldehyde) inhibited production of interleukin-2 (IL-2), IL-10, granulocyte-macrophage colony-stimulating factor, interferon-gamma, and tumor necrosis factor-alpha by human T cells but did not inhibit production of IL-8.	alpha,beta-unsaturated aldehydes	4-36	interleukin 2	Homo sapiens	125-129
17491020-2	2007	The alpha,beta-unsaturated aldehydes in cigarette smoke (acrolein and crotonaldehyde) inhibited production of interleukin-2 (IL-2), IL-10, granulocyte-macrophage colony-stimulating factor, interferon-gamma, and tumor necrosis factor-alpha by human T cells but did not inhibit production of IL-8.	alpha,beta-unsaturated aldehydes	4-36	interleukin 10	Homo sapiens	132-137
17491020-2	2007	The alpha,beta-unsaturated aldehydes in cigarette smoke (acrolein and crotonaldehyde) inhibited production of interleukin-2 (IL-2), IL-10, granulocyte-macrophage colony-stimulating factor, interferon-gamma, and tumor necrosis factor-alpha by human T cells but did not inhibit production of IL-8.	alpha,beta-unsaturated aldehydes	4-36	tumor necrosis factor	Homo sapiens	139-238
17491020-2	2007	The alpha,beta-unsaturated aldehydes in cigarette smoke (acrolein and crotonaldehyde) inhibited production of interleukin-2 (IL-2), IL-10, granulocyte-macrophage colony-stimulating factor, interferon-gamma, and tumor necrosis factor-alpha by human T cells but did not inhibit production of IL-8.	alpha,beta-unsaturated aldehydes	4-36	C-X-C motif chemokine ligand 8	Homo sapiens	290-294
16040627-7	2005	Collectively, our results indicate that alpha,beta-unsaturated aldehydes can inhibit constitutive neutrophil apoptosis by common mechanisms, involving changes in cellular GSH status resulting in reduced activation of initiator caspases as well as inactivation of caspase-3 by modification of its critical cysteine residue.	alpha,beta-unsaturated aldehydes	40-72	caspase 8	Homo sapiens	227-235
18642525-4	2007	This article focuses on the use of NHC in the conjugate umpolung of alpha,beta-unsaturated aldehydes.	alpha,beta-unsaturated aldehydes	68-100	high mobility group nucleosomal binding domain 4	Homo sapiens	35-38
16040627-7	2005	Collectively, our results indicate that alpha,beta-unsaturated aldehydes can inhibit constitutive neutrophil apoptosis by common mechanisms, involving changes in cellular GSH status resulting in reduced activation of initiator caspases as well as inactivation of caspase-3 by modification of its critical cysteine residue.	alpha,beta-unsaturated aldehydes	40-72	caspase 3	Homo sapiens	263-272
11554823-3	2001	Diastereoselectivity mainly depends on the nature of the aldehyde; saturated aldehydes afford anti adducts, whereas the alpha,beta-unsaturated aldehydes preferentially lead to the syn isomers.	alpha,beta-unsaturated aldehydes	120-152	synemin	Homo sapiens	180-183
15318812-0	2004	Inactivation of protein disulfide isomerase by alkylators including alpha,beta-unsaturated aldehydes at low physiological pHs.	alpha,beta-unsaturated aldehydes	68-100	prolyl 4-hydroxylase subunit beta	Homo sapiens	16-43
12871571-8	2003	Recombinant rat SSADH oxidized HNE and other alpha,beta-unsaturated aldehydes.	alpha,beta-unsaturated aldehydes	45-77	aldehyde dehydrogenase 5 family, member A1	Rattus norvegicus	16-21
15476708-2	2004	Whereas C-2- and 4-ulopyranosyl compounds (C-2- and C-4-ulosides) can be converted to cyclopentenones under base conditions through beta-elimination and ring contraction, base-initiated beta-elimination of C-glycosyl 2"-aldehydes and 2"-ketones results in the formation of acyclic alpha,beta-unsaturated aldehydes or ketones.	alpha,beta-unsaturated aldehydes	281-313	complement C2	Homo sapiens	8-18
15476708-2	2004	Whereas C-2- and 4-ulopyranosyl compounds (C-2- and C-4-ulosides) can be converted to cyclopentenones under base conditions through beta-elimination and ring contraction, base-initiated beta-elimination of C-glycosyl 2"-aldehydes and 2"-ketones results in the formation of acyclic alpha,beta-unsaturated aldehydes or ketones.	alpha,beta-unsaturated aldehydes	281-313	complement C2	Homo sapiens	8-11
15476708-2	2004	Whereas C-2- and 4-ulopyranosyl compounds (C-2- and C-4-ulosides) can be converted to cyclopentenones under base conditions through beta-elimination and ring contraction, base-initiated beta-elimination of C-glycosyl 2"-aldehydes and 2"-ketones results in the formation of acyclic alpha,beta-unsaturated aldehydes or ketones.	alpha,beta-unsaturated aldehydes	281-313	complement C4A (Rodgers blood group)	Homo sapiens	52-55
14599015-4	2003	Lithiation of the C-6 position of 1-ethoxymethyl-5-ethyl-1H-pyrimidine-2,4-dione (5) was followed by reaction with alpha,beta-unsaturated aldehydes and oxidation of the alcohols formed to give the alkenoyl analogues 1a-3a.	alpha,beta-unsaturated aldehydes	115-147	complement C6	Homo sapiens	18-21
11060293-5	2001	4-Hydroxy-2-nonenal (HNE) and other alpha,beta-unsaturated aldehydes produced during lipid peroxidation were reduced by AKR1C1 with high catalytic efficiency.	alpha,beta-unsaturated aldehydes	36-68	aldo-keto reductase family 1 member C1	Homo sapiens	120-126
3581287-4	1987	trans-4-Hydroxy-alkenals and non-hydroxylated alpha,beta-unsaturated aldehydes may be exerting their effects on cytochrome P-450 by binding to sulfhydryl groups in a similar manner as reported for sulfhydryl reagents such as p-chloromercuriphenylsulfonic acid and p-chloromercuribenzoate.	alpha,beta-unsaturated aldehydes	46-78	cytochrome P450, family 21, subfamily a, polypeptide 1	Mus musculus	112-128
9175718-4	1997	alpha,beta-Unsaturated aldehydes such as acrolein, crotonaldehyde, and cinnamaldehyde also inactivated glutathione reductase, although rates varied widely.	alpha,beta-unsaturated aldehydes	0-32	glutathione-disulfide reductase	Homo sapiens	103-124
9175718-5	1997	Inactivation of glutathione reductase by alpha,beta-unsaturated aldehydes was followed by slower NADPH-independent reactions that led to formation of nonfluorescent cross-linked products, accompanied by loss of lysine and histidine residues.	alpha,beta-unsaturated aldehydes	41-73	glutathione-disulfide reductase	Homo sapiens	16-37
9175718-10	1997	Thus, the sequence of events is different for inactivation and modification of glutathione reductase by alpha,beta-unsaturated aldehydes compared with 2-oxoaldehydes with respect to kinetics, NADPH requirements, fluorescence changes, and loss of amino acid residues.	alpha,beta-unsaturated aldehydes	104-136	glutathione-disulfide reductase	Homo sapiens	79-100
7583533-6	1995	The short-chain (acrolein) and long-chain (HNE) alpha,beta-unsaturated aldehydes were the most effective LCAT inhibitors.	alpha,beta-unsaturated aldehydes	48-80	lecithin-cholesterol acyltransferase	Homo sapiens	105-109
7583533-11	1995	The alpha,beta-unsaturated aldehydes acrolein and HNE were fourfold to eightfold more effective cross-linkers of apolipoproteins A-I and A-II than the other aldehydes studied.	alpha,beta-unsaturated aldehydes	4-36	apolipoprotein A1	Homo sapiens	113-141
9799558-0	1998	Alpha,beta-unsaturated aldehydes increase glutathione S-transferase mRNA and protein: correlation with activation of the antioxidant response element.	alpha,beta-unsaturated aldehydes	0-32	hematopoietic prostaglandin D synthase	Rattus norvegicus	42-67
9799558-10	1998	Collectively, these studies demonstrate that EA and certain alpha,beta-unsaturated aldehydes produced as a result of cellular membrane lipid peroxidation are activators of the ARE and efficient inducers of GST A1-1 and A4-4.	alpha,beta-unsaturated aldehydes	60-92	glutathione S-transferase alpha 2	Rattus norvegicus	206-214
32347981-5	2021	alpha,beta-unsaturated aldehydes are known activators of Nrf2-keap1 pathway by direct oxidation of the keap1 protein.	alpha,beta-unsaturated aldehydes	0-32	NFE2 like bZIP transcription factor 2	Homo sapiens	57-61
33468136-0	2021	Efficient whole-cell oxidation of alpha,beta-unsaturated alcohols to alpha,beta-unsaturated aldehydes through the cascade biocatalysis of alcohol dehydrogenase, NADPH oxidase and hemoglobin.	alpha,beta-unsaturated aldehydes	69-101	Alcohol dehydrogenase	Escherichia coli	138-159
32347981-5	2021	alpha,beta-unsaturated aldehydes are known activators of Nrf2-keap1 pathway by direct oxidation of the keap1 protein.	alpha,beta-unsaturated aldehydes	0-32	kelch like ECH associated protein 1	Homo sapiens	62-67
32347981-5	2021	alpha,beta-unsaturated aldehydes are known activators of Nrf2-keap1 pathway by direct oxidation of the keap1 protein.	alpha,beta-unsaturated aldehydes	0-32	kelch like ECH associated protein 1	Homo sapiens	103-108
32347981-7	2021	We hypothesized, that non alpha,beta-unsaturated aldehydes derived from skin or cutaneous bacteria may act as Nrf2-keap1 pathway activators and therefore afford protection against environmental insults.	alpha,beta-unsaturated aldehydes	26-58	NFE2 like bZIP transcription factor 2	Homo sapiens	110-114
32347981-7	2021	We hypothesized, that non alpha,beta-unsaturated aldehydes derived from skin or cutaneous bacteria may act as Nrf2-keap1 pathway activators and therefore afford protection against environmental insults.	alpha,beta-unsaturated aldehydes	26-58	kelch like ECH associated protein 1	Homo sapiens	115-120
31080691-5	2019	The reactions likely proceed via iminium ion intermediates formed between the catalytic Pro-1 residue and the alpha,beta-unsaturated aldehydes.	alpha,beta-unsaturated aldehydes	110-142	lamin A/C	Homo sapiens	88-93
28862867-4	2017	The usefulness of the developed approach has been confirmed in the syn-selective formal aminohydroxylation of alpha,beta-unsaturated aldehydes.	alpha,beta-unsaturated aldehydes	110-142	synemin	Homo sapiens	67-70
28274434-8	2017	The potential mechanisms by which Mb binding of alpha,beta-unsaturated aldehydes affect Mb oxidation and the onset of lipid oxidation are discussed.	alpha,beta-unsaturated aldehydes	48-80	myoglobin	Physeter catodon	34-36
28274434-8	2017	The potential mechanisms by which Mb binding of alpha,beta-unsaturated aldehydes affect Mb oxidation and the onset of lipid oxidation are discussed.	alpha,beta-unsaturated aldehydes	48-80	myoglobin	Physeter catodon	88-90
25448044-0	2015	An integrated QSAR-PBK/D modelling approach for predicting detoxification and DNA adduct formation of 18 acyclic food-borne alpha,beta-unsaturated aldehydes.	alpha,beta-unsaturated aldehydes	124-156	PDZ binding kinase	Homo sapiens	19-22
25130870-1	2014	A highly enantioselective N-heterocyclic carbene (NHC) catalyzed formal [3+2] annulation of alpha,beta-unsaturated aldehydes with azaaurones or aurone generating spiro-heterocycles has been developed.	alpha,beta-unsaturated aldehydes	92-124	high mobility group nucleosomal binding domain 4	Homo sapiens	26-48
25130870-1	2014	A highly enantioselective N-heterocyclic carbene (NHC) catalyzed formal [3+2] annulation of alpha,beta-unsaturated aldehydes with azaaurones or aurone generating spiro-heterocycles has been developed.	alpha,beta-unsaturated aldehydes	92-124	high mobility group nucleosomal binding domain 4	Homo sapiens	50-53
22066907-3	2011	The newly designed bis-phosphoric acid 1 was evaluated in the Diels-Alder reaction of alpha,beta-unsaturated aldehydes 4 with 1-N-acylamino-1,3-butadienes 3.	alpha,beta-unsaturated aldehydes	86-118	mediator complex subunit 25	Homo sapiens	34-40