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α-Cyano-4-hydroxycinnamic acid

≥98% (TLC), powder, monocarboxylic acid transport inhibitor

Synonym(s):

α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA

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About This Item

Linear Formula:
HOC6H4CH=C(CN)CO2H
CAS Number:
Molecular Weight:
189.17
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
248-879-1
MDL number:
Beilstein/REAXYS Number:
3271427
Assay:
≥98% (TLC)
Form:
powder
Quality level:
Pricing and availability is not currently available.
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Product Name

α-Cyano-4-hydroxycinnamic acid, ≥98% (TLC), powder

Quality Level

assay

≥98% (TLC)

form

powder

color

yellow

mp

245-250 °C (lit.)

solubility

H2O: slightly soluble, methanol: water: soluble, polar organic solvents: soluble

storage temp.

2-8°C

SMILES string

OC(=O)\C(=C\c1ccc(O)cc1)C#N

InChI

1S/C10H7NO3/c11-6-8(10(13)14)5-7-1-3-9(12)4-2-7/h1-5,12H,(H,13,14)/b8-5+

InChI key

AFVLVVWMAFSXCK-VMPITWQZSA-N

Application

α-Cyano-4-hydroxycinnamic acid has been used to block monocarboxylate transporters.
α-Cyano-4-hydroxycinnamic acid is a useful hydrophobic matrix solution for matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry. Antibiotics, peptide nucleic acids (a new class of DNA mimics), and proteins with masses as high as 66,000 Da have been successfully analyzed by using this as a matrix solution.

Biochem/physiol Actions

α-Cyano-4-hydroxycinnamic acid acts as a specific inhibitor of monocarboxylic acid transport, including lactate and pyruvate transport.[1][2][3] It is also reported to block β-cell apical anion exchange (IC50 of 2.4 mM).[4]

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This Item
C898214550539468
assay

≥98% (TLC)

assay

-

assay

97%

assay

-

form

powder

form

powder

form

powder

form

solid

Quality Level

300

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

room temp

storage temp.

2-8°C

storage temp.

2-8°C

solubility

H2O: slightly soluble, polar organic solvents: soluble, methanol: water: soluble

solubility

-

solubility

methanol: soluble 50 mg/mL, clear to slightly hazy, light yellow to yellow

solubility

methanol: 10 mg/mL, clear

color

yellow

color

-

color

-

color

-


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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L-Lactate Promotes Adult Hippocampal Neurogenesis
Lev-Vachnish Y, et al.
Frontiers in Neuroscience, 13 (2019)
J P Barnard et al.
The Journal of biological chemistry, 268(5), 3654-3661 (1993-02-15)
The protozoan parasite Trypanosoma brucei derives its metabolic energy exclusively from a unique type of glycolysis in which pyruvate derived from glucose catabolism is released into the host bloodstream. In this study, this terminal metabolic step has been examined in
E T Sze et al.
Journal of the American Society for Mass Spectrometry, 9(2), 166-174 (1998-07-29)
We report a simple method for converting solid matrices into useful matrix solutions for matrix-assisted laser desorption/ionization (MALDI). This method is based on the dissolution of the solid matrix in a liquid support of low volatility such as glycerol. An



Global Trade Item Number

SKUGTIN
C2020-10G04061833475003
C2020-25G04061833475010

Questions

1–2 of 2 Questions  
  1. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  2. What can be used for solublization of α-Cyano-4-hydroxycinnamic acid?

    1 answer
    1. α-Cyano-4-hydroxycinnamic acid (α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA) is soluble in methanol (up to 50 mg/ml). It is also soluble at 10 mg/ml using 50% acetonitrile in 0.05% TFA for MALDI-MS. The acetonitrile concentration can be adjusted for individual preferences.For biological applications, it has been solubilized at 100 mM in DMSO or 50 mM in ethanol.

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