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850993

Sigma-Aldrich

2-Aminoisobutyric acid

98%, for peptide synthesis

Synonym(s):

α-Aminoisobutyric acid, 2-Methylalanine, Aib

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About This Item

Linear Formula:
(CH3)2C(NH2)COOH
CAS Number:
62-57-7
Molecular Weight:
103.12
Beilstein:
506496
EC Number:
200-544-0
MDL number:
MFCD00008049
UNSPSC Code:
12352106
PubChem Substance ID:
24888304
NACRES:
NA.22
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Product Name

2-Aminoisobutyric acid, 98%

Assay

98%

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

≥300 °C

application(s)

peptide synthesis

SMILES string

CC(C)(N)C(O)=O

InChI

1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)

InChI key

FUOOLUPWFVMBKG-UHFFFAOYSA-N

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General description

2-Aminoisobutyric acid also known as α-aminobutyric acid, is an amino acid used in solution-phase peptide synthesis. It is a desirable building block for peptides because of its strong tendency to cause the peptide to form a helical shape.[1]

Application

2-Aminoisobutyric acid can be used to synthesize self-assembled polypeptide nanoparticles. Incorporation of this compound into the peptide chain can prevent undesired reactions since it is di-α-substituted, and inert to C−H abstraction.[1][2]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBS6869V
BCCK7155
BCBH0667V
BCBC6917V
BCBC6917

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Photochemical methods for peptide macrocyclisation
Chemistry?A European Journal , 27, 69-88 (2021)
Amphiphilic polypeptides with prolonged enzymatic stability for the preparation of self-assembled nanobiomaterials
Royal Society of Chemistry Advances, 8, 34603-34613 (2018)
C Lucarelli et al.
Journal of chromatography, 541(1-2), 285-296 (1991-03-22)
A procedure is described for the determination of alpha-methyldopa (MD) [L-3-(3,4-dihydroxyphenyl)-2-methylalanine], its metabolite and catecholamines in the urine and plasma of patients undergoing MD therapy, by high-performance liquid chromatography with dual working electrode coulometric detection. An efficient sample preparation procedure
Yutong Yang et al.
Membranes, 10(11) (2020-11-14)
Amine-containing mixed-matrix membranes incorporated with amino-functionalized multi-walled carbon nanotubes (AF-MWNTs) were synthesized for CO2/H2 separation based on the facilitated transport mechanism. AF-MWNTs were chosen primarily as the mechanical reinforcing filler to enhance the membrane stability. At 107 °C and 0.2-MPa
Jamie E Elsila et al.
Astrobiology, 11(2), 123-133 (2011-03-23)
The presence of nonprotein α-dialkyl-amino acids such as α-aminoisobutyric acid (α-AIB) and isovaline (Iva), which are considered to be relatively rare in the terrestrial biosphere, has long been used as an indication of the indigeneity of meteoritic amino acids. However
View All Related Papers

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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