1-Aminocyclopropane-1-carboxylic acid
Names
Other names
1-Aminocyclopropanecarboxylic acid
Identifiers
22059-21-8 N
3D model (Jmol )
[1] : Interactive image
Interactive image
Abbreviations
ACC
ChEBI
CHEBI:58360 Y
ChEMBL
ChEMBL265325 Y
ChemSpider
520 Y
DrugBank
DB02085 Y
ECHA InfoCard
100.108.227
KEGG
C01234 Y
PubChem
535
InChI=1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)
Y
Key: PAJPWUMXBYXFCZ-UHFFFAOYSA-N
Y
InChI=1/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)
Key: PAJPWUMXBYXFCZ-UHFFFAOYAF
Properties
C 4 H 7 N O 2
Molar mass
101.1 c
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is Y N ?)
Infobox references
1-Aminocyclopropane-1-carboxylic acid (ACC ) is a disubstituted cyclic α-amino acid in which a three-membered cyclopropane ring is fused to the Cα atom of the amino acid.
ACC plays an important role in the biosynthesis of the plant hormone ethylene .[2] [3] It is synthesized by the enzyme ACC synthase ( EC 4.4.1.14 ) from methionine and converted to ethylene by ACC oxidase (EC 1.14.17.4 ).[4]
ACC is also an exogenous partial agonist of the mammalian NMDA receptor .[5]
References [ edit ]
^ Caspi R, Foerster H, Fulcher CA, Hopkinson R, Ingraham J, Kaipa P, Krummenacker M, Paley S, Pick J, Rhee SY, Tissier C, Zhang P, Karp PD (2006). "MetaCyc: a multiorganism database of metabolic pathways and enzymes" . Nucleic Acids Res . 34 (Database issue): D511–6. doi :10.1093/nar/gkj128 . PMC 1347490 . PMID 16381923 .
^ Yang S, Hoffman N (1984). "Ethylene biosynthesis and its regulation in higher plants". Annu. Rev. Plant Physiol . 35 : 155–189. doi :10.1146/annurev.pp.35.060184.001103 .
^ Kende H (1993). "Ethylene biosynthesis". Annu. Rev. Plant Physiol . 44 : 283–307. doi :10.1146/annurev.pp.44.060193.001435 .
^ Kende H (1989). "Enzymes of Ethylene Biosynthesis" . Plant Physiol . 91 (1): 1–4. doi :10.1104/pp.91.1.1 . PMC 1061940 . PMID 16666977 .
^ Inanobe A, Furukawa H, Gouaux E (2005). "Mechanism of partial agonist action at the NR1 subunit of NMDA receptors". Neuron . 47 (1): 71–84. doi :10.1016/j.neuron.2005.05.022 . PMID 15996549 .
Receptor
(ligands )
AMPA
NMDA
Antagonists: Competitive antagonists: AP5 (APV)
AP7
CGP-37849
CGP-39551
CGP-39653
CGP-40116
CGS-19755
CPP
LY-233,053
LY-235,959
LY-274,614
MDL-100,453
Midafotel (d-CPPene)
NPC-12,626
NPC-17,742
PBPD
PEAQX
Perzinfotel
PPDA
SDZ-220581
Selfotel ; Noncompetitive antagonists: ARR-15,896
Caroverine
Dexanabinol
FPL-12495
FR-115,427
Hodgkinsine
Magnesium
MDL-27,266
NPS-1506
Psychotridine
Zinc ; Uncompetitive pore blockers: 2-MDP
3-HO-PCP
3-MeO-PCE
3-MeO-PCMo
3-MeO-PCP
4-MeO-PCP
8A-PDHQ
18-MC
α-Endopsychosin
Alaproclate
Amantadine
Aptiganel
Arketamine
ARL-12,495
ARL-15,896-AR
ARL-16,247
Budipine
Conaridine
Delucemine
Dexoxadrol
Dextrallorphan
Dieticyclidine
Diphenidine
Dizocilpine
Ephenidine
Esketamine
Etoxadrol
Eticyclidine
Fluorolintane
Gacyclidine
Ibogaine
Ibogamine
Indantadol
Ketamine
Ketobemidone
Lanicemine
Loperamide
Memantine
Methadone (Levomethadone )
Methorphan (Dextromethorphan
Levomethorphan )
Methoxetamine
Methoxphenidine
Milnacipran
Morphanol (Dextrorphan
Levorphanol )
NEFA
Neramexane
Nitromemantine
Nitrous oxide
Noribogaine
Norketamine
Orphenadrine
PCPr
Pethidine (meperidine)
Phencyclamine
Phencyclidine
Propoxyphene
Remacemide
Rhynchophylline
Rimantadine
Rolicyclidine
Sabeluzole
Tabernanthine
Tenocyclidine
Tiletamine
Tramadol
Xenon ; Glycine site antagonists: 4-Cl-KYN (AV-101)
5,7-DCKA
7-CKA
ACC
ACEA-1011
ACEA-1328
AV-101
Carisoprodol
CGP-39653
CNQX
DNQX
Felbamate
Gavestinel
GV-196,771
Kynurenic acid
Kynurenine
L-689,560
L-701,324
Licostinel (ACEA-1021)
LU-73,068
MDL-105,519
Meprobamate
MRZ 2/576
PNQX
ZD-9379 ; NR2B subunit antagonists: Besonprodil
CERC-301 (MK-0657)
CO-101,244 (PD-174,494)
Eliprodil
Haloperidol
Ifenprodil
Isoxsuprine
Nylidrin
Ro8-4304
Ro25-6981
Traxoprodil ; Polyamine site antagonists: Arcaine
Co 101676
Diaminopropane
Diethylenetriamine
Huperzine A
Putrescine
Ro 25-6981 ; Unclassified/unsorted antagonists: Bumetanide
Chloroform
Cyclopropane
D -αAA
Diethyl ether
Enflurane
Ethanol
Flufenamic acid
Flupirtine
Furosemide
Halothane
Isoflurane
Metaphit
Methoxyflurane
Niflumic acid
Pentamidine isethionate
Piretanide
Toluene
Transcrocetin (saffron )
Trichloroethane
Trichloroethanol
Trichloroethylene
Xylene
Kainate
mGlu1
mGlu2
mGlu3
mGlu4
mGlu5
mGlu6
mGlu7
mGlu8
Transporter
(blockers )
Enzyme
(inhibitors )
Others