CAS 122996-47-8

fmoc-O-tert-butyl-L-hydroxyproline

Description:

Fmoc-O-tert-butyl-L-hydroxyproline is a derivative of the amino acid proline, characterized by the presence of a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group and a tert-butyl group on the hydroxyl functional group. This compound is commonly used in peptide synthesis, particularly in solid-phase peptide synthesis, due to its ability to protect the hydroxyl group while allowing for selective reactions at other functional sites. The Fmoc group facilitates the purification and characterization of peptides, as it can be easily removed under mild basic conditions. The tert-butyl group enhances the stability of the hydroxyl moiety and contributes to the overall lipophilicity of the compound. Fmoc-O-tert-butyl-L-hydroxyproline is typically a white to off-white solid and is soluble in organic solvents such as dichloromethane and dimethylformamide. Its structure allows for the introduction of hydroxyl functionality into peptides, which can be crucial for biological activity and interactions. As with many chemical substances, proper handling and storage conditions are essential to maintain its integrity and reactivity.

Formula: C₂₄H₂₇NO₅

InChI: InChI=1/C24H27NO5/c1-24(2,3)30-15-12-21(22(26)27)25(13-15)23(28)29-14-20-18-10-6-4-8-16(18)17-9-5-7-11-19(17)20/h4-11,15,20-21H,12-14H2,1-3H3,(H,26,27)/t15?,21-/m0/s1

SMILES: CC(C)(C)OC1C[C@@H](C(=O)O)N(C1)C(=O)OCC1c2ccccc2c2ccccc12

Synonyms:

• Fmoc-Hyp(tBu)-OH
• Fmoc-Hyp(But)-OH
• (4R)-4-tert-butoxy-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-proline
• 4-tert-butoxy-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-proline
• Fmoc-4-tert-butoxy-L-proline

trans-N-Fmoc-4-tert-butoxy-L-proline, 98%

CAS: 122996-47-8

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₂₄H₂₇NO₅

Purity: 98%

Molecular weight: 409.48

Ref: 02-H63791

Fmoc-Hyp(tBu)-OH

CAS: 122996-47-8

Bachem ID: 4008172.

Formula: C₂₄H₂₇NO₅

Purity: 99.5%

Color and Shape: White

Molecular weight: 409.48

Ref: 01-4008172

1,2-Pyrrolidinedicarboxylic acid, 4-(1,1-dimethylethoxy)-, 1-(9H-fluoren-9-ylmethyl) ester, (2S,4R)-

CAS: 122996-47-8

Formula: C₂₄H₂₇NO₅

Purity: 96%

Color and Shape: Solid

Molecular weight: 409.4749

Ref: IN-DA000JVO

Fmoc-Hyp(tBu)-OH

CAS: 122996-47-8

Formula: C₂₄H₂₇NO₅

Purity: (HPLC) ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 409.47

Ref: 7W-GM5252

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-trans-(tert-butoxy)-L-proline

CAS: 122996-47-8

Formula: C₂₄H₂₇NO₅

Purity: >98.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 409.48

Ref: 3B-F1095

Fmoc-Hyp(tBu)-OH

CAS: 122996-47-8

Fmoc-Hyp(tBu)-OH

Formula: C₂₄H₂₇NO₅

Purity: 95%

Color and Shape: light yellow solid

Molecular weight: 409.47g/mol

Ref: 54-OR52599

Fmoc-Hyp(tBu)-OH

CAS: 122996-47-8

M03215 - Fmoc-Hyp(tBu)-OH

Formula: C₂₄H₂₇NO₅

Purity: 96%

Color and Shape: Solid

Molecular weight: 409.482

Ref: 10-M03215

Fmoc-O-tert-butyl-L-trans-4-hydroxyproline

CAS: 122996-47-8

Fmoc-O-tert-butyl-L-trans-4-hydroxyproline is a synthetic, cleavable peptide that can be used as a biomaterial. It is synthesized by coupling Fmoc-O-(tert-butoxycarbonyl)-L-trans(4R)-hydroxyproline with the amino acid N,N'-diisopropylcarbodiimide and 4-(dimethylamino)pyridine in a microwave reactor. The peptide has been shown to inhibit the enzyme matrix metalloproteinase 9 (MMP9), which plays an important role in tumor cell invasion and metastasis. This compound also has the ability to form conjugates with other molecules, such as lipopeptides, which may improve its therapeutic potential.

Formula: C₂₄H₂₇NO₅

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 409.47 g/mol

Ref: 3D-FF47341