Skip to Content
Merck
CN

15402

Boc-Dap-OH

≥98.0% (TLC)

Synonym(s):

(S)-2-[(tert-Butoxycarbonyl)amino]-3-aminopropionic acid, (S)-3-Amino-2-(tert-butoxycarbonyl)aminopropionic acid, (S)-3-Amino-2-(tert-butoxycarbonylamino)propanoic acid, 3-Amino-(tert-butoxycarbonyl)-L-alanine, Nα-BOC-(S)-β-aminoalanine, Nα-Boc-L-β-aminoalanine, N2-(tert-Butoxycarbonyl)-(S)-2,3-diaminopropionic acid, N2-tert-Butoxycarbonyl-L-2,3-diaminopropionic acid, Nα-Boc-L-2,3-diaminopropionic acid, Boc-Dpr-OH

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C8H16N2O4
CAS Number:
73259-81-1
Molecular Weight:
204.22
NACRES:
NA.22
PubChem Substance ID:
57647411
eCl@ss:
32160406
UNSPSC Code:
12352209
MDL number:
MFCD00236843
Beilstein/REAXYS Number:
4182136

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Boc-Dap-OH, ≥98.0% (TLC)

InChI

1S/C8H16N2O4/c1-8(2,3)14-7(13)10-5(4-9)6(11)12/h5H,4,9H2,1-3H3,(H,10,13)(H,11,12)/t5-/m0/s1

SMILES string

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

InChI key

KRJLRVZLNABMAT-YFKPBYRVSA-N

assay

≥98.0% (TLC)

form

solid

optical activity

[α]20/D +5.5±1°, c = 1% in methanol: water (1:1)

reaction suitability

reaction type: Boc solid-phase peptide synthesis

impurities

~3% water

mp

210 °C (dec.)

application(s)

peptide synthesis

Quality Level

100

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Reactant for:
  • Protein assembly directed by synthetic molecular recognition motifs
  • Solid phase synthesis of gramicidin S cyclic analogs with antibiotic and hemolytic activities
  • Synthesis of HCV protease inhibitor modified analogs
  • Solid phase synthesis of peptidic V1a receptor agonists
  • Directed peptide assembly at lipid-water interface

Other Notes

Monoprotected derivative of DAP; used e.g. in the synthesis of glucosamine synthase inhibitors, a myosin kinase inhibitor. Preparation of peptides with metal complexing groups.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL7337
BCBV0419
BCBD5907V
BCBC1953V
BCBC1953

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

N Kucharczyk et al.
Biochemistry, 29(15), 3668-3676 (1990-04-17)
A mechanistic investigation of the inactivation of Escherichia coli glucosamine-6-phosphate synthase by N3-(4-methoxyfumaroyl)-L-2,3-diaminopropionate (FMDP) was undertaken. On the basis of the known participation of the N-terminal cysteine residue in this process [Chmara et al. (1986) Biochim. Biophys. Acta 870, 357;
R Andruszkiewicz et al.
Journal of medicinal chemistry, 33(10), 2755-2759 (1990-10-01)
Six peptide conjugates consisting of either norvaline, methionine, or lysine and N3-(iodoacetyl)-L-2,3-diaminopropanoic acid--a strong, irreversible inactivator of bacterial and fungal glucosamine-6-phosphate synthase--were synthesized and their antibacterial and antifungal activities were evaluated. Antimicrobial potencies of these peptides were correlated with their
F. Ruan et al.
The Journal of Organic Chemistry, 56, 4347-4347 (1991)
J T Hunt et al.
The Biochemical journal, 257(1), 73-78 (1989-01-01)
Although the amino acid residues that are important for peptide substrates of myosin light-chain kinase have been reported, those that are important for peptide inhibitors of this enzyme have not previously been investigated. Synthetic peptides based on the sequence Lys11-Lys12-Arg13-Ala-Ala-Arg16-Ala-Thr-Ser19

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service