Misplaced Pages

:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 1-Aminocyclopropane-1-carboxylic acid: Difference between pages - Misplaced Pages

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
(Difference between pages)
Page 1
Page 2
Content deleted Content addedVisualWikitext
Revision as of 14:24, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 451181136 of page 1-Aminocyclopropane-1-carboxylic_acid for the Chem/Drugbox validation project (updated: 'CASNo').  Latest revision as of 16:14, 6 October 2024 edit Saralicia (talk | contribs)Extended confirmed users22,155 editsNo edit summary 
Line 1: Line 1:
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 443645902
| Watchedfields = changed
⚫ | ImageFile = 1-Aminocyclopropane-1-carboxylic acid.png
⚫ | verifiedrevid = 477187415
⚫ | ImageSize = 130px
| Name = 1-aminocyclopropane-1-carboxylic acid | ImageFile = 1-aminocyclopropanecarboxylic acid 200.svg
⚫ | ImageSize = 128px
⚫ | Name = 1-Aminocyclopropane-1-carboxylic acid
| PIN = 1-Aminocyclopropane-1-carboxylic acid
| OtherNames = 1-Aminocyclopropanecarboxylic acid
| Section1 = {{Chembox Identifiers | Section1 = {{Chembox Identifiers
| Abbreviations = ACC | Abbreviations = ACC
Line 22: Line 25:
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = PAJPWUMXBYXFCZ-UHFFFAOYSA-N | StdInChIKey = PAJPWUMXBYXFCZ-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = <!-- blanked - oldvalue: 22059-21-8 --> | CASNo = 22059-21-8
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 3K9EJ633GL
| EINECS = | EINECS =
| PubChem = 535 | PubChem = 535
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB02085 | DrugBank = DB02085
| SMILES = C(O)(=O)C1(CC1)(N)
| SMILES = C(O)(=O)C1(CC1)(N) <ref name="pmid16381923">{{cite journal | author = 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 | title = MetaCyc: a multiorganism database of metabolic pathways and enzymes | journal = Nucleic Acids Res. | volume = 34 | issue = Database issue | pages = D511–6 | year = 2006 | pmid = 16381923 | doi = 10.1093/nar/gkj128 | pmc = 1347490 }}</ref> | SMILES_Comment = <ref name="pmid16381923">{{cite journal | vauthors = 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 | display-authors = 6 | title = MetaCyc: a multiorganism database of metabolic pathways and enzymes | journal = Nucleic Acids Research | volume = 34 | issue = Database issue | pages = D511-6 | date = January 2006 | pmid = 16381923 | pmc = 1347490 | doi = 10.1093/nar/gkj128 }}</ref>
}} }}
| Section2 = {{Chembox Properties | Section2 = {{Chembox Properties
Line 35: Line 42:
| O = 2 | O = 2
| MolarMass = 101.1 {{ref|2|c}} | MolarMass = 101.1 {{ref|2|c}}
| MeltingPt = | MeltingPtC = 198-201
| Density = | Density =
| IsoElectricPt = | IsoelectricPt =
}} }}
}} }}

'''1-Aminocyclopropane-1-carboxylic acid''' ('''ACC''') is a disubstituted cyclic α-] in which a ] ring is fused to the C{{sub|α}} atom of the amino acid. It is a white solid. Many cyclopropane-substituted amino acids are known, but this one occurs naturally.<ref>{{cite journal |vauthors=Brackmann F, de Meijere A |title=Natural Occurrence, Syntheses, and Applications of Cyclopropyl-Group-Containing α-Amino Acids. 1. 1-Aminocyclopropanecarboxylic Acid and Other 2,3-Methanoamino Acids |journal = ] |volume=107 |issue=11 |pages=4493–4537 |date=November 2007 |doi=10.1021/cr078376j|pmid=17944521 }}</ref>{{check |date=June 2021}} Like glycine, but unlike most α-amino acids, ACC is not chiral.

==Biochemistry==
ACC is the precursor to ].<ref name="Yang_1984">{{cite journal |vauthors=Yang S, Hoffman N | title = Ethylene biosynthesis and its regulation in higher plants | journal = Annu. Rev. Plant Physiol. | volume = 35 | pages = 155–189 | year = 1984| doi = 10.1146/annurev.pp.35.060184.001103 }}</ref><ref name="Kende_1993">{{cite journal | vauthors = Kende H | title = Ethylene biosynthesis | journal = Annu. Rev. Plant Physiol. | volume = 44 | pages = 283–307 | year = 1993| doi = 10.1146/annurev.pp.44.060193.001435 }}</ref> It is synthesized by the enzyme ] ({{EC number|4.4.1.14}}) from ] and converted to ethylene by ] ({{EC number|1.14.17.4}}).<ref name="Kende_1989">{{cite journal | vauthors = Kende H | title = Enzymes of ethylene biosynthesis | journal = Plant Physiology | volume = 91 | issue = 1 | pages = 1–4 | date = September 1989 | pmid = 16666977 | pmc = 1061940 | doi = 10.1104/pp.91.1.1 }}</ref>

ACC also exhibits ethylene-independent signaling that plays a critical role in ] and seed production by activating proteins similar to those involved in nervous system responses in humans and animals. More specifically, ACC signaling promotes secretion of the ] ] LURE1.2 in ] ] tissue thus enhancing pollen tube attraction. Additionally, ACC activates ]-containing ] via ]-like (GLR) channels in root ].<ref>{{cite journal | vauthors = Mou W, Kao YT, Michard E, Simon AA, Li D, Wudick MM, Lizzio MA, Feijó JA, Chang C | display-authors = 6 | title = Ethylene-independent signaling by the ethylene precursor ACC in Arabidopsis ovular pollen tube attraction | journal = Nature Communications | volume = 11 | issue = 1 | pages = 4082 | date = August 2020 | pmid = 32796832 | pmc = 7429864 | doi = 10.1038/s41467-020-17819-9 | bibcode = 2020NatCo..11.4082M | doi-access = free }}</ref>

ACC can be used by soil ] (both ] and ]) as a source of ] and ].<ref name = "Liu_2019">{{cite journal | vauthors = Liu H, Khan MY, Carvalhais LC, Delgado-Baquerizo M, Yan L, Crawford M, Dennis PG, Singh B, Schenk PM | display-authors = 6 | title = Soil amendments with ethylene precursor alleviate negative impacts of salinity on soil microbial properties and productivity | journal = Scientific Reports | volume = 9 | issue = 1 | pages = 6892 | date = May 2019 | pmid = 31053834 | pmc = 6499801 | doi = 10.1038/s41598-019-43305-4 | bibcode = 2019NatSR...9.6892L }}</ref> As such, using ACC to incubate soils has been proven to induce the gene abundance encoding ACC-], which may have positive consequences on ] and ].<ref name = "Liu_2019" /><ref>{{Cite journal| vauthors = Farahat MG, Mahmoud MK, Youseif SH, Saleh SA, Kamel Z |date=2020|title=Alleviation of salinity stress in wheat by ACC deaminase-producing Bacillus aryabhattai EWR29 with multifarious plant growth-promoting attributes|url=https://scholar.cu.edu.eg/?q=farahat/publications/alleviation-salinity-stress-wheat-acc-deaminase-producing-bacillus-aryabhattai-|journal=Plant Archives|volume=20|issue=1|pages=417–429}}</ref>

ACC has also been extracted from ].<ref>{{cite journal| vauthors = Nelson W, van Staden J |title = Aminocyclopropane-1-carboxylic acid in seaweed concentrate | journal = Botanica Marina | volume = 28 | issue = 9 | year = 1985 |page=415-417| doi = 10.1515/botm.1985.28.9.415}}</ref>

ACC is also an exogenous ] of the ] ].<ref name="pmid15996549">{{cite journal | vauthors = Inanobe A, Furukawa H, Gouaux E | title = Mechanism of partial agonist action at the NR1 subunit of NMDA receptors | journal = Neuron | volume = 47 | issue = 1 | pages = 71–84 | date = July 2005 | pmid = 15996549 | doi = 10.1016/j.neuron.2005.05.022 | s2cid = 16033761 | doi-access = free }}</ref>

In 2019, the ] issued notice of an application for an ] to be issued for use of ACC as a ].<ref>{{Cite journal|date=August 7, 2019|title=Pesticide Experimental Use Permit; Receipt of Application; Comment Request|url=https://www.govinfo.gov/content/pkg/FR-2019-08-07/pdf/2019-16810.pdf|journal=Federal Register |volume=84 |issue=152|pages=38624|via=www.govinfo.gov}}</ref>

== References ==
{{Reflist|2}}

{{Ionotropic glutamate receptor modulators}}

{{DEFAULTSORT:Aminocyclopropane-1-carboxylic acid, 1-}}
]
]
]
]