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Key Documents

N0640

Sigma-Aldrich

1-Naphthaleneacetic acid

suitable for plant cell culture, BioReagent, ≥95%, crystalline

Synonym(s):

α-Naphthaleneacetic acid, 1-Naphthylacetic acid, NAA

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About This Item

Empirical Formula (Hill Notation):
C12H10O2
CAS Number:
Molecular Weight:
186.21
Beilstein:
1308415
EC Number:
MDL number:
UNSPSC Code:
10171502
PubChem Substance ID:
NACRES:
NA.72

product line

BioReagent

Quality Level

Assay

≥95%

form

crystalline

technique(s)

cell culture | plant: suitable

color

white to light yellow

application(s)

agriculture

SMILES string

OC(=O)Cc1cccc2ccccc12

InChI

1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14)

InChI key

PRPINYUDVPFIRX-UHFFFAOYSA-N

Gene Information

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Application

1-Naphthaleneacetic acid (NAA) is a synthetic phytohormone auxin that is added to cell culture media such as Murashige & Skoog media and Chu′s N6 media.
1-Naphthaleneacetic acid has been used:
  • to modify MS media for the initiation of callus
  • as a supplement in solid K3 medium for the selection of transformants
  • in the preparation of culture medium like V-KM medium and Cg medium

Biochem/physiol Actions

1-Naphthaleneacetic acid is one of the synthetic auxins, used in plant propagation. It can induce the formation of lateral and adventitious roots.

Preparation Note

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Protoplast technology in genome manipulation of potato through somatic cell fusion
Somatic Genome Manipulation, 217-235 (2015)
Callus induction and organogenesis in soybean Glycine max (L.) Merr cv. Pyramid from mature cotyledons and embryos
Joyner EY, et al.
The Open Plant Science Journal, 4(1) (2010)
Hormonal characterization of transgenic tobacco plants expressing the rolC gene of Agrobacterium rhizogenes TL-DNA
Nilsson O, et al.
Plant Physiology, 102(2), 363-371 (1993)
Propagation by Cuttings
Module in Life Sciences (2017)
Apical Dominance and Some Other Phenomena Illustrating Correlative Effects of Hormones
Plant Growth and Development (2002)

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