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47633

Fmoc-Leu-OH

≥97.0%

Synonym(s):

N-(9-Fluorenylmethoxycarbonyl)-L-leucine, Fmoc-L-leucine

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About This Item

Empirical Formula (Hill Notation):
C21H23NO4
CAS Number:
Molecular Weight:
353.41
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
252-662-7
MDL number:
Beilstein/REAXYS Number:
2178254
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Quality Level

assay

≥97.0%

optical activity

[α]20/D −25±2°, c = 1% in DMF

reaction suitability

reaction type: C-H Activation, reaction type: Fmoc solid-phase peptide synthesis, reagent type: ligand
reaction type: Peptide Synthesis

mp

152-156 °C

application(s)

peptide synthesis

functional group

Fmoc, amine, carboxylic acid

storage temp.

2-8°C

SMILES string

CC(C)C[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O

InChI

1S/C21H23NO4/c1-13(2)11-19(20(23)24)22-21(25)26-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-19H,11-12H2,1-2H3,(H,22,25)(H,23,24)/t19-/m0/s1

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This Item
4752447628531480
assay

≥97.0%

assay

≥98.0%

assay

≥98.0% (T)

assay

95%

functional group

Fmoc, carboxylic acid, amine

functional group

Fmoc, amine, carboxylic acid

functional group

Fmoc, amine, carboxylic acid

functional group

Fmoc, amine, carboxylic acid

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

mp

152-156 °C

mp

124-127 °C

mp

145-147 °C (lit.)

mp

147-153 °C (lit.)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

optical activity

[α]20/D −25±2°, c = 1% in DMF

optical activity

-

optical activity

[α]20/D −12±1°, c = 1% in DMF

optical activity

[α]20/D −18°, c = 1 in DMF

Application

Fmoc-Leu-OH can be used as a reactant to synthesize:
  • Various oligopeptides by reacting with functionalized α-amino acid hydrochloride salts.
  • A cyclic depsipeptide sansalvamide A, a natural product found in marine fungus.
  • Streptocidin A−D, decapeptide antibiotics naturally found in Streptomyces sp. Tü 6071.
  • Coumaroyl dipeptide amide that can be used for cosmetic applications.

Biochem/physiol Actions

PPARγ ligand that induces insulin sensitization, but not adipogenesis.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Facile solid-phase synthesis of cyclic decapeptide antibiotic streptocidins A-D
Qin C, et al.
Tetrahedron Letters, 45(1), 217-220 (2004)
Catalytic Oligopeptide Synthesis
Liu Z, et al.
Organic Letters, 20(3), 612-615 (2018)
Markus Beck Erlach et al.
Journal of biomolecular NMR, 69(2), 53-67 (2017-09-16)
For evaluating the pressure responses of folded as well as intrinsically unfolded proteins detectable by NMR spectroscopy the availability of data from well-defined model systems is indispensable. In this work we report the pressure dependence of
Franziska Thomas et al.
Biochemistry, 56(50), 6544-6554 (2017-11-23)
Coiled coils (CCs) are among the best-understood protein folds. Nonetheless, there are gaps in our knowledge of CCs. Notably, CCs are likely to be structurally more dynamic than often considered. Here, we explore this in an abundant class of CCs
Zhimou Yang et al.
Chemical communications (Cambridge, England), (35)(35), 4414-4416 (2005-09-02)
Two types of therapeutic agents, which have discrete yet complementary functions, self-assemble into nanofibers in water to formulate a new supramolecular hydrogel as a self-delivery biomaterial to reduce the toxicity of uranyl oxide at the wound sites.

Global Trade Item Number

SKUGTIN
47633-50G-F04061832362366
47633-5G-F04061832642581
47633-1KG-F04061826222744
47633-250G-F04061832362359

Questions

1–2 of 2 Questions  
  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/418/501/product-dating-information-06-25-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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