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I3750

Sigma-Aldrich

3-Indolessigsäure

98%

Synonym(e):

Heteroauxin, IAA

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About This Item

Empirische Formel (Hill-System):
C10H9NO2
CAS-Nummer:
87-51-4
Molekulargewicht:
175.18
Beilstein:
143358
EG-Nummer:
201-748-2
MDL-Nummer:
MFCD00005636
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24896043
NACRES:
NA.22

Qualitätsniveau

200

Assay

98%

mp (Schmelzpunkt)

165-169 °C (lit.)

SMILES String

OC(=O)Cc1c[nH]c2ccccc12

InChI

1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)

InChIKey

SEOVTRFCIGRIMH-UHFFFAOYSA-N

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Anwendung

3-Indoleacetic acid (IAA) can be used as a building block to synthesize ,(±) harmacine using 4,4-diethoxybutan-1-amine via an acid-catalyzed acyl iminium ion cyclization reaction.
(±)-Harmacine is a vital step in the synthesis of a variety of indole alkaloids and dopamine/serotonin receptor ligands. IAA can also be used in the preparation of alkaloid (±)-19-hydroxyibogamine.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Hyojin Kim et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(15), 7214-7219 (2019-03-30)
Controlling gene expression with sophisticated logic gates has been and remains one of the central aims of synthetic biology. However, conventional implementations of biocomputers use central processing units (CPUs) assembled from multiple protein-based gene switches, limiting the programming flexibility and
Kim L Johnson et al.
PloS one, 10(7), e0131103-e0131103 (2015-07-07)
Mitogen-activated dual-specificity MAPK phosphatases are important negative regulators in the MAPK signalling pathways responsible for many essential processes in plants. In a screen for mutants with reduced organ size we have identified a mutation in the active site of the
L O Villacorte et al.
Water research, 73, 216-230 (2015-02-16)
Algal blooms can seriously affect the operation of water treatment processes including low pressure (micro- and ultra-filtration) and high pressure (nanofiltration and reverse osmosis) membranes mainly due to accumulation of algal-derived organic matter (AOM). In this study, the different components
Célia Jeronimo et al.
Cell reports, 28(5), 1206-1218 (2019-08-01)
Genomic DNA is framed by additional layers of information, referred to as the epigenome. Epigenomic marks such as DNA methylation, histone modifications, and histone variants are concentrated on specific genomic sites, where they can both instruct and reflect gene expression.
Clémentine Le Roux et al.
PloS one, 9(6), e99343-e99343 (2014-06-11)
Eukaryotes have evolved complex defense pathways to combat invading pathogens. Here, we investigated the role of the Arabidopsis thaliana heterogeneous nuclear ribonucleoprotein (hnRNP-Q) LIF2 in the plant innate immune response. We show that LIF2 loss-of-function in A. thaliana leads to
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