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B6278

Sigma-Aldrich

O-tert-Butyl-L-serine

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About This Item

Empirical Formula (Hill Notation):
C7H15NO3
CAS Number:
18822-58-7
Molecular Weight:
161.20
Beilstein/REAXYS Number:
2500118
MDL number:
MFCD00066088
UNSPSC Code:
12352200
PubChem Substance ID:
24891902

assay

≥98.0% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

mp

220 °C

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC[C@H](N)C(O)=O

InChI

1S/C7H15NO3/c1-7(2,3)11-4-5(8)6(9)10/h5H,4,8H2,1-3H3,(H,9,10)/t5-/m0/s1

InChI key

DDCPKNYKNWXULB-YFKPBYRVSA-N

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Biochem/physiol Actions

O-tert-Butyl-L-serine (Ser(TBU-OH), a serine hydroxyl protected amino acid, is used in solid phase peptide synthesis (SPPS) such as the synthesis of tailed cyclic RGD peptides to prevent glutarimide formation.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLBB2140V
058H0640

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V Cerovský et al.
The journal of peptide research : official journal of the American Peptide Society, 61(3), 140-151 (2003-02-01)
The presence of l-5,5-dimethylproline (dmP) within an amino acid sequence results in the formation of an X-dmP peptide bond predominantly locked in a cis conformation. However, the common use of this unnatural amino acid has been hampered by the difficulty
Junmin Zhu et al.
Journal of peptide science : an official publication of the European Peptide Society, 14(6), 690-696 (2007-12-19)
To provide multiple conjugating sites on cyclic peptides for their increasing biomedical applications, a tailed cyclic RGD peptide, c[RGDfE(GGGKK-NH(2))] was designed with c(RGDfE) linked through Glu to a tail consisting of a spacer of three Gly residues and a linker
Shirley Wong et al.
Biomaterials science, 8(23), 6718-6729 (2020-10-29)
Advances in bionanotechnology aim to develop smart nucleic acid delivery carriers with stimuli-responsive features to overcome challenges such as non-biodegradability, rapid clearance, immune response, and reaching intracellular targets. Peptide-based nanomaterials have become widely used in the field of gene and

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