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F6562

Fmoc-(R)-2-(7-octenyl)Ala-OH

for peptide synthesis

Manufacturer: Sigma Aldrich

CAS Number: 945212-26-0

Synonym(S): (R)-N-Fmoc-α-(7-Octenyl)alanine, Fmoc-(R)-2-(7-octenyl)alanine, Fmoc-(R)-2-amino-2-methyl-dec-6-enoic acid

Select a Size

Pack Size SKU Availability Price
1 G F6562-1-G In Stock ₹ 32,821.40
5 G F6562-5-G In Stock ₹ 1,12,872.28

F6562 - 1 G

₹ 32,821.40

In Stock

Quantity

1

Base Price: ₹ 32,821.40

GST (18%): ₹ 5,907.852

Total Price: ₹ 38,729.252

form

solid

Quality Level

200

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

−20°C

SMILES string

O=C(OCC1C(C=CC=C2)=C2C3=C1C=CC=C3)N[C@@](CCCCCCC=C)(C)C(O)=O

InChI

1S/C26H31NO4/c1-3-4-5-6-7-12-17-26(2,24(28)29)27-25(30)31-18-23-21-15-10-8-13-19(21)20-14-9-11-16-22(20)23/h3,8-11,13-16,23H,1,4-7,12,17-18H2,2H3,(H,27,30)(H,28,29)/t26-/m1/s1

InChI key

MADFVGMQNXRFAF-AREMUKBSSA-N

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Description

  • Application: Olefinic alpha-methyl amino acid for peptide stapling. Upon incorporation of this amino acid into a peptide, along with another of the same or derivative with a different length of the olefinic side chain, the two can be ′stapled′ via a ring closing metathesis reaction with Grubb′s catalyst (product # 579726). The resulting stapled peptide macrocycle has been shown to stabilize the alpha-helical structure of peptides, which can lead to favorable biological characteristics such as increased proteolytic stability and cellular uptake.

SAFETY INFORMATION

Pictograms

GHS09

Signal Word

Warning

Hazard Statements

H400

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Show Difference

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form:
solid
Quality Level:
200
reaction suitability:
reaction type: Fmoc solid-phase peptide synthesis
application(s):
peptide synthesis
functional group:
Fmoc
storage temp.:
−20°C
SMILES string:
O=C(OCC1C(C=CC=C2)=C2C3=C1C=CC=C3)N[C@@](CCCCCCC=C)(C)C(O)=O
InChI:
1S/C26H31NO4/c1-3-4-5-6-7-12-17-26(2,24(28)29)27-25(30)31-18-23-21-15-10-8-13-19(21)20-14-9-11-16-22(20)23/h3,8-11,13-16,23H,1,4-7,12,17-18H2,2H3,(H,27,30)(H,28,29)/t26-/m1/s1
InChI key:
MADFVGMQNXRFAF-AREMUKBSSA-N

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OC(=O)c1cccc(F)c1
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1S/C7H5FO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,(H,9,10)
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MXNBDFWNYRNIBH-UHFFFAOYSA-N

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SMILES string:
__
InChI:
1S/C26H31NO4/c1-3-4-5-6-7-12-17-26(2,24(28)29)27-25(30)31-18-23-21-15-10-8-13-19(21)20-14-9-11-16-22(20)23/h3,8-11,13-16,23H,1,4-7,12,17-18H2,2H3,(H,27,30)(H,28,29)/t26-/m0/s1
InChI key:
MADFVGMQNXRFAF-SANMLTNESA-N