144436

Sigma-Aldrich

Isobutyramide

99%

Synonym(s):
2-Methylpropionamide
Linear Formula:
(CH3)2CHCONH2
CAS Number:
Molecular Weight:
87.12
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

bp

216-220 °C (lit.)

mp

127-131 °C (lit.)

density

1.013 g/mL at 25 °C (lit.)

SMILES string

CC(C)C(N)=O

InChI

1S/C4H9NO/c1-3(2)4(5)6/h3H,1-2H3,(H2,5,6)

InChI key

WFKAJVHLWXSISD-UHFFFAOYSA-N

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Application

Isobutyramide was used for chemical grafting of human serum albumin during the synthesis of sequentialy assembled protein capsules.

Packaging

25, 100 g in poly bottle

Biochem/physiol Actions

Isobutyramide activates transcription of human gamma-globin gene and murine embryonic epsilon(y)-globin gene. It is useful in the treatment of β-thalassemia and sickle cell disease.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

L Hemmingsen et al.
European journal of biochemistry, 241(2), 546-551 (1996-10-15)
The coordination geometry of the metal at the active site in Cd-substituted horse liver alcohol dehydrogenase (LADH) has been investigated for the binary complexes of LADH with imidazole, isobutyramide, decanoic acid and Cl-, and for the ternary complexes of LADH...
Damien Mertz et al.
ACS nano, 6(9), 7584-7594 (2012-09-07)
We report the sequential assembly of proteins via the alternating physical adsorption of human serum albumin (HSA) and chemical grafting with isobutyramide (IBAM) or bromoisobutyramide (BrIBAM) groups. This approach, performed on silica template particles, leads to the formation of noncovalent...
S P Perrine et al.
British journal of haematology, 88(3), 555-561 (1994-11-01)
Butyrate and other short-chain fatty acids stimulate fetal globin gene expression and have potential for ameliorating the beta globin disorders. Butyrate, however, is rapidly metabolized in vivo and reaches only micromolar concentrations in plasma. We report here that a branched-chain...
S P Perrine et al.
Experientia, 49(2), 133-137 (1993-02-15)
The inherited beta-hemoglobinopathies (sickle cell disease and beta thalassemia) are the result of a mutation in the adult (beta) globin gene. The fetal globin chain, encoded by the gamma globin genes, can substitute for the mutated or defective beta globin...
M J Haas et al.
Journal of molecular endocrinology, 25(1), 129-139 (2000-07-29)
To determine if ketoacidosis contributes to reduced apolipoprotein A1 (apoA1) expression in insulin-deficient diabetic rats, we examined the regulation of apoA1 gene expression in response to changes in ambient pH or ketone body concentrations. Hepatic apoAI mRNA levels were reduced...

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