N-Hydroxypipecolic acid

Modify Date: 2024-01-07 21:29:29

N-Hydroxypipecolic acid Structure
N-Hydroxypipecolic acid structure
Common Name N-Hydroxypipecolic acid
CAS Number 115819-92-6 Molecular Weight 145.15600
Density N/A Boiling Point N/A
Molecular Formula C6H11NO3 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of N-Hydroxypipecolic acid


N-Hydroxypipecolic acid (1-Hydroxy-2-piperidinecarboxylic acid), a plant metabolite and a systemic acquired resistance (SAR) regulator, orchestrates SAR establishment in concert with the immune signal salicylic acid. N-Hydroxypipecolic acid accumulates systemically in the plant foliage in response to pathogen attack. N-Hydroxypipecolic acid induces SAR to bacterial and oomycete infection[1][2][3].

 Names

Name 2-Piperidinecarboxylicacid,1-hydroxy-(9CI)
Synonym More Synonyms

 N-Hydroxypipecolic acid Biological Activity

Description N-Hydroxypipecolic acid (1-Hydroxy-2-piperidinecarboxylic acid), a plant metabolite and a systemic acquired resistance (SAR) regulator, orchestrates SAR establishment in concert with the immune signal salicylic acid. N-Hydroxypipecolic acid accumulates systemically in the plant foliage in response to pathogen attack. N-Hydroxypipecolic acid induces SAR to bacterial and oomycete infection[1][2][3].
Related Catalog
In Vitro The mode of action of N-Hydroxypipecolic acid (NHP) in SAR involves direct induction of SAR gene expression, signal amplification, priming for enhanced defense activation and positive interplay with salicylic acid signaling to ensure elevated plant immunity. Flavin-dependent-monooxygenase1 (FMO1) functions downstream of Pip by hydroxylating Pip to generate NHP[1][3].
References

[1]. Shan L, et al. Pipped at the Post: Pipecolic Acid Derivative Identified as SAR Regulator. Cell. 2018 Apr 5;173(2):286-287.

[2]. Ádám AL, et al. Signals of Systemic Immunity in Plants: Progress and Open Questions. Int J Mol Sci. 2018 Apr 10;19(4). pii: E1146.

[3]. Hartmann M, et al. N-hydroxypipecolic acid and salicylic acid: a metabolic duo for systemic acquired resistance. Curr Opin Plant Biol. 2019 Aug;50:44-57.

 Chemical & Physical Properties

Molecular Formula C6H11NO3
Molecular Weight 145.15600
Exact Mass 145.07400
PSA 60.77000
LogP 0.25260

 Precursor & DownStream

Precursor  1

DownStream  1

 Synonyms

3,6-EPOXY-N-HYDROXY-1,2,3,6-TETRAHYDROPHTHALIMIDE
N-Hydroxy-DL-pipecolinsaeure
N-Hydroxy-1,4-epoxycyclohex-5-en-2,3-dicarboximid
2-hydroxy-3a,4,7,7a-tetrahydro-4,7-epioxido-isoindole-1,3-dione
N-Hydroxy-3,6-epoxy-1,2,3,6-tetrahydrophthalimide
1-hydroxy-piperidine-2-carboxylic acid
N-Hydroxy-1,4-epoxy-5-cyclohexene-2,3-dicarboximide
3,6-Epoxy-N-hydroxy