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B3408

Sigma-Aldrich

6-Benzylaminopurine

suitable for plant cell culture

Synonym(s):

6-BAP, BA, N6-Benzyladenine

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About This Item

Empirical Formula (Hill Notation):
C12H11N5
CAS Number:
1214-39-7
Molecular Weight:
225.25
Beilstein:
19406
EC Number:
214-927-5
MDL number:
MFCD00005572
UNSPSC Code:
10171502
PubChem Substance ID:
24891717
NACRES:
NA.72

form

powder

Quality Level

200

technique(s)

cell culture | plant: suitable

application(s)

agriculture

SMILES string

C(Nc1ncnc2nc[nH]c12)c3ccccc3

InChI

1S/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17)

InChI key

NWBJYWHLCVSVIJ-UHFFFAOYSA-N

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General description

6-Benzylaminopurine is a plant growth regulator that belongs to the class of first generation synthetic cytokinin used in agriculture.

Application

6-Benzylaminopurine has been used:
  • to induce sprouting in plant materials
  • in seed germination medium for culturing of seeds
  • to modify Murashige and Skoog (MS) media for shoot initiation

6-Benzylaminopurine, benzyl adenine (BAP) is a synthetic cytokinin which together with auxins elicits plant growth and development responses. BAP is a widely use cytokinin supplement to plant growth media such as Murashige and Skoog medium, Gamborg′s medium, and Chu′s N6 medium.

Biochem/physiol Actions

BAP is an inhibitor of respiratory kinase in plants, and increases post-harvest life of green vegetables.

Signal Word

Warning

Hazard Statements

H302,H361fd,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Repr. 2

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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Callus induction and organogenesis in soybean [Glycine max (L.) Merr.] cv. Pyramid from mature cotyledons and embryos
Joyner E Y, et al.
The Open Plant Science Journal, 4(1) (2010)
In vitro propagation of `Guayabo del pais?(Acca sellowiana (Berg.) Burret)
Ross S and Grasso R
Fruit, Vegetable and Cereal Science and Biotechnology, 4(special issue 1), 83-87 (2010)
Establishment of analytical method for 6-benzylaminopurine residue, a plant growth regulator for brown rice, mandarin, pepper, potato, and soybean by using GC/NPD
Lee SM, et al.
Journal of the Korean Society for Applied Biological Chemistry, 57(1), 83-89 (2014)
In vitro plant regeneration from commercial cultivars of soybean
Raza G, et al.
BioMed Research International, 2017 (2017)
Melina Altmann et al.
Nature, 583(7815), 271-276 (2020-07-03)
Plant hormones coordinate responses to environmental cues with developmental programs1, and are fundamental for stress resilience and agronomic yield2. The core signalling pathways underlying the effects of phytohormones have been elucidated by genetic screens and hypothesis-driven approaches, and extended by
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