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SML3737

Sigma-Aldrich

Octyl-(S)-2HG

≥98% (HPLC)

동의어(들):

(2S)-2-Hydroxyglutarate octyl ester, (2S)-Octyl-α-hydroxyglutarate, (S)-4-Hydroxy-5-(octyloxy)-5-oxopentanoic acid, 1-Octyl-L-2-hydroxyglutarate, 2S-Hydroxy-pentanedioic acid, 1-octyl ester, L-Octyl-2HG, L2HG, Octyl-(S)-2-hydroxyglutarate, Octyl-L-2HG, S-2HG octyl ester

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About This Item

실험식(Hill 표기법):
C13H24O5
CAS Number:
Molecular Weight:
260.33
MDL number:
UNSPSC 코드:
12352200
NACRES:
NA.21
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도움 문의

Quality Level

분석

≥98% (HPLC)

양식

powder

색상

white to beige

solubility

DMSO: 2 mg/mL, clear

저장 온도

-10 to -25°C

SMILES string

O[C@@H](CCC(=O)O)C(=O)OCCCCCCCC

InChI

1S/C13H24O5/c1-2-3-4-5-6-7-10-18-13(17)11(14)8-9-12(15)16/h11,14H,2-10H2,1H3,(H,15,16)/t11-/m0/s1

InChI key

UJZOKTKSGUOCCM-NSHDSACASA-N

관련 카테고리

유사한 품목 비교

전체 비교 보기

차이점 표시

1 of 4

이 품목
C8696C0715SRP0289
Gene Information

human ... CTSD(1509)

Gene Information

human ... CTSD(1509)

Gene Information

human ... CTSD(1509)

Gene Information

human ... CTSB(1508)

technique(s)

activity assay: suitable

technique(s)

-

technique(s)

immunohistochemistry (formalin-fixed, paraffin-embedded sections): 1:200 using human breast carcinoma tissue, indirect ELISA: suitable, microarray: suitable, western blot: 1:1,000 using human breast carcinoma cell line extract

technique(s)

activity assay: suitable

assay

≥95% (SDS-PAGE)

assay

-

assay

-

assay

≥90% (SDS-PAGE)

biological source

human

biological source

-

biological source

mouse

biological source

human

application(s)

life science and biopharma

application(s)

-

application(s)

-

application(s)

life science and biopharma

form

lyophilized

form

lyophilized powder

form

-

form

aqueous solution

생화학적/생리학적 작용

Membrane-permeant precursor form of the oncometabolite L-2-hydroxyglutarate that inhibits α-ketoglutarate/α-KG-dependent dioxygenases.
Octyl-(S)-2HG (Octyl-L-2HG) is a membrane-permeant precursor form of the oncometabolite L-2-hydroxyglutarate (L2HG) produced from α‐KG by malate dehydrogenases (MDH1/2) and lactate dehydrogenase (LDHA). L2HG can be converted back to α-KG by L-2-hydroxyglutarate dehydrogenase (LHGDH), deletion or mutations of which lead to L2HG accumulation, metabolic disorders and reduced 5hmC levels. Both D- and L-2HG inhibit Jumonji histone demethylases and Tet oxygenases by competing against α-KG binding. However, L2HG is an antagonist, while R2HG (D2HG) is an agonist of α-KG-dependent prolylhydroxylase (EglN).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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    Alexis L Gabbey et al.
    Organic letters, 24(17), 3173-3178 (2022-04-27)
    The transition-metal-catalyzed α-arylation of secondary amides remains a synthetic challenge due to the presence of a free N-H bond. We report a strategy to synthesize secondary α-aryl amides via a Ni-catalyzed reductive arylation of redox-active N-hydroxyphthalimide (NHP) esters of malonic

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