MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 571537 | Name: Methyl acetimidate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Methyl acetimidate is an effective in vitro antisickling agent with few detrimental effects on the red cell.

Chemical Structure

Methyl acetimidate
Methyl acetimidate
CAS#14777-29-8

Theoretical Analysis

MedKoo Cat#: 571537

Name: Methyl acetimidate

CAS#: 14777-29-8

Chemical Formula: C3H7NO

Exact Mass: 73.0528

Molecular Weight: 73.10

Elemental Analysis: C, 49.30; H, 9.65; N, 19.16; O, 21.89

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Methyl acetimidate
IUPAC/Chemical Name
Acetimidic acid, methyl ester
InChi Key
SJFKGZZCMREBQH-UHFFFAOYSA-N
InChi Code
InChI=1S/C3H7NO/c1-3(4)5-2/h4H,1-2H3
SMILES Code
CC(OC)=N
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 73.10 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Chao TL, Berenfeld MR. Prevention of the immune agglutination of methyl acetimidate-reacted sickle erythrocytes by prior reaction with pyridoxal 5'-phosphate. J Biol Chem. 1981 Jun 10;256(11):5324-6. PubMed PMID: 7240139. 2: Chao TL, Berenfeld MR, Gabuzda TG. Current status of methyl acetimidate as an extracorporeal antisickling agent. Am J Pediatr Hematol Oncol. 1984 Spring;6(1):55-8. PubMed PMID: 6711765. 3: Richardson VB, Littlefield LG, Colyer SP. Cytogenetic evaluations in human lymphocytes exposed to methyl acetimidate, a lysine-specific protein crosslinking agent. Mutat Res. 1987 Sep;180(1):121-9. PubMed PMID: 3114624. 4: Chao TL, Berenfeld MR, Gabuzda TG. Protection of erythrocyte membrane amino groups from reaction with methyl acetimidate by pyridoxal 5'-phosphate Schiff base formation. Biochim Biophys Acta. 1984 Apr 11;771(2):183-7. PubMed PMID: 6704394. 5: DiMarchi RD, Garner WH, Wang CC, Hanania GI, Gurd FR. Characterization of the reaction of methyl acetimidate with sperm whale myoglobin. Biochemistry. 1978 Jul 11;17(14):2822-8. PubMed PMID: 28745. 6: Chao TL, Berenfeld MR, Gabuzda TG. Inhibition of sickling by methyl acetimidate. FEBS Lett. 1976 Feb 1;62(1):57-9. PubMed PMID: 1248638. 7: Davies MS, Virden R. The inactivation of penicillinase by methyl acetimidate [proceedings]. Biochem Soc Trans. 1978;6(6):1222-3. PubMed PMID: 311302. 8: Gabuzda TG, Chao TL, Berenfeld MR, Gelbart T. In vivo survival studies of 51Cr-labeled methyl acetimidate treated erythrocytes in patients with sickle cell disease. Blood. 1980 Dec;56(6):1041-7. PubMed PMID: 7437511. 9: Armstrong J, Leadlay PF, Perham RN. Synthesis of methyl[3H]acetimidate of high specific radioactivity, a reagent for radiolabeling proteins. Anal Biochem. 1980 Dec;109(2):410-3. PubMed PMID: 7224166. 10: Makoff AJ, Malcolm AD. Properties of methyl acetimidate and its use as a protein-modifying reagent. Biochem J. 1981 Jan 1;193(1):245-9. PubMed PMID: 7305926; PubMed Central PMCID: PMC1162596. 11: Rácz A, Váradi A, Mazák K, Kökösi J, Noszál B. Synthetic and quantum chemical study on the regioselective addition of amines to methyl maleamate. J Mol Model. 2013 Sep;19(9):3683-94. doi: 10.1007/s00894-013-1905-x. Epub 2013 Jun 19. PubMed PMID: 23780347. 12: Westermann P, Gross B, Heumann W. Studies on proteins of animal ribosomes. XXII. Localization and function of ribosomal proteins studied by chemical substitution with iodoacetamide and methyl-acetimidate. Acta Biol Med Ger. 1974;33(5-6):699-707. PubMed PMID: 4469381. 13: Zolock DT, Niehaus WG Jr. Effect of amidination of lysyl residues on the oxygen affinity of human hemoglobin. Specificity of methyl acetimidate for lysine C5(40)alpha. J Biol Chem. 1975 Apr 25;250(8):3080-8. PubMed PMID: 1123335. 14: Chao TL, Berenfeld MR, Gelbart T, Gabuzda TG. The effects of oxygen affinity and gelation of hemoglobin S crosslinked by reaction with methyl acetimidate. Hemoglobin. 1981;5(1):47-72. PubMed PMID: 7204094. 15: Garner WH, Gurd FR. Semisynthesis of a specific NH-2-terminal (1-13-C) glycine adduct to sperm whale myoglobin: intermediate protection of epsilon-amino groups with methyl acetimidate. Biochem Biophys Res Commun. 1975 Mar 3;63(1):262-8. PubMed PMID: 235919. 16: Gross B, Westermann P. Proteins of animal ribosomes. XXV. Proteins of rat liver ribosomes protected by polyuridylic acid from methyl acetimidate substitution. Acta Biol Med Ger. 1976;35(11):1437-42. PubMed PMID: 1022128. 17: Gross B, Westermann P. Studies on proteins of animal ribosomes. XXIV. Localisation of proteins in ribosomal subunits of rat liver studied by chemical substitution with p-nitrophenyl acetate and methyl acetimidate. Chem Biol Interact. 1976 Dec;15(4):309-17. PubMed PMID: 1009629. 18: Dubois GC, Robinson EA, Inman JK, Perham RN, Appella E. Rapid removal of acetimidoyl groups from proteins and peptides. Applications to primary structure determination. Biochem J. 1981 Nov 1;199(2):335-40. PubMed PMID: 6803762; PubMed Central PMCID: PMC1163376. 19: Lambert JM, Perham RN, Coggins JR. Intramolecular ionic interactions of lysine residues and a possible folding domain in fructose diphosphate aldolase. Biochem J. 1977 Jan 1;161(1):63-71. PubMed PMID: 851425; PubMed Central PMCID: PMC1164474. 20: Moir AJ, Ordidge M, Grand RJ, Trayer IP, Perry SV. Studies of the interaction of troponin I with proteins of the I-filament and calmodulin. Biochem J. 1983 Feb 1;209(2):417-26. PubMed PMID: 6847627; PubMed Central PMCID: PMC1154108.

View History

Methoxyphenone

Methoxyphenone

Featured