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17816

Sigma-Aldrich

N-Fmoc-Freidinger′s lactam

≥95.0% (HPLC)

Synonym(s):

Fmoc-Gly-Val Freidinger’s lactam

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About This Item

Empirical Formula (Hill Notation):
C24H26N2O5
CAS Number:
957507-85-6
Molecular Weight:
422.47
MDL number:
MFCD03100546
UNSPSC Code:
12352200
PubChem Substance ID:
57647681

Quality Level

100

assay

≥95.0% (HPLC)

form

powder or crystals

color

white

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

CC(C)[C@H](N1CC[C@@H](NC(=O)OCC2c3ccccc3-c4ccccc24)C1=O)C(O)=O

InChI

1S/C24H26N2O5/c1-14(2)21(23(28)29)26-12-11-20(22(26)27)25-24(30)31-13-19-17-9-5-3-7-15(17)16-8-4-6-10-18(16)19/h3-10,14,19-21H,11-13H2,1-2H3,(H,25,30)(H,28,29)/t20-,21+/m1/s1

InChI key

PEMHOAIHPQJNIM-RTWAWAEBSA-N

Other Notes

Fmoc-protected conformationally restricted dipeptide peptidomimetic for Gly-Val-OH.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
E401496/1V
401496/1
401496/1

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R M Freidinger et al.
Science (New York, N.Y.), 210(4470), 656-658 (1980-11-07)
An analog of luteinizing hormone-releasing hormone containing a gamma-lactam as a conformational constraint has been prepared with the use of a novel cyclization of a methionine sulfonium salt. The analog is more active as a luteinizing hormone-releasing hormone agonist that
J.A. Robl et al.
Journal of the American Chemical Society, 116, 2348-2348 (1994)

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