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Z-D-GLA(OTBU)2-OH, also known as Z-D-γ-Linolenic acid di-tert-butyl ester, is a chemical compound derived from γ-Linolenic acid (GLA), an essential omega-6 fatty acid. The compound is characterized by the presence of a Z-double bond and a D-configuration, which refers to the geometry and chirality of the molecule, respectively. The di-tert-butyl ester group (OTBU)2 indicates that two tert-butyl groups are attached to the hydroxyl group, protecting it from unwanted reactions. Z-D-GLA(OTBU)2-OH is often used in the synthesis of pharmaceuticals and other bioactive molecules, as the protected GLA can be further modified or deprotected to yield various derivatives with potential therapeutic applications.

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  • 60686-52-4 Structure
  • Basic information

    1. Product Name: Z-D-GLA(OTBU)2-OH
    2. Synonyms: Z-GAMMA-CARBOXY-D-GLUTAMIC ACID(OTBU)2-OH;Z-GAMMA-CARBOXY-GAMMA-(DI-T-BUTYL ESTER)-D-GLUTAMIC ACID;Z-GAMMA-CARBOXY-D-GLU(OTBU)2-OH;Z-D-GLA(OTBU)2-OH;N-ALPHA-(BENZYLOXYCARBONYL)-GAMMA-CARBOXY-D-GLUTAMIC-ACID-GAMMA-DI-T-BUTYL ESTER;N-ALPHA-(BENZYLOXYCARBONYL)-GAMMA-CARBOXY-D-GLUTAMIC-ACID-GAMMA-DI-TERT-BUTYL ESTER;N-ALPHA-(BENZYLOXYCARBONYL)--CARBOXY-D-GLUTAMIC-ACID--DI-T-BUTYL ESTER;Z-g-carboxy-D-Glu(OtBu)2-OH
    3. CAS NO:60686-52-4
    4. Molecular Formula: C22H31NO8
    5. Molecular Weight: 437.48
    6. EINECS: N/A
    7. Product Categories: amino acids
    8. Mol File: 60686-52-4.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: -15°C
    8. Solubility: N/A
    9. CAS DataBase Reference: Z-D-GLA(OTBU)2-OH(CAS DataBase Reference)
    10. NIST Chemistry Reference: Z-D-GLA(OTBU)2-OH(60686-52-4)
    11. EPA Substance Registry System: Z-D-GLA(OTBU)2-OH(60686-52-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 60686-52-4(Hazardous Substances Data)

60686-52-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 60686-52-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,6,8 and 6 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 60686-52:
(7*6)+(6*0)+(5*6)+(4*8)+(3*6)+(2*5)+(1*2)=134
134 % 10 = 4
So 60686-52-4 is a valid CAS Registry Number.

60686-52-4Relevant articles and documents

Design and concise synthesis of fully protected analogues of L-γ-carboxyglutamic acid

Jiang, Sheng,Li, Peng,Lai, Christopher C.,Kelley, James A.,Roller, Peter P.

, p. 7307 - 7314 (2007/10/03)

The design and synthesis of four nonnaturally occurring amino acid analogues of L-γ-carboxyglutamic acid (Gla), appropriately protected for Fmoc-based solid-phase peptide synthesis (SPPS), is described. These amino acids are Bu-Mal 2, BCAH 3, Pen-Mal 4, a

The synthesis and properties of Gla- and Phe-containing analogues of cyclic RGD pentapeptides

Davies, John S.,Enjalbal, Christine,Nguyen, Corrine,Al-Jamri, Loai,Naumer, Christian

, p. 2907 - 2915 (2007/10/03)

Cyclopentapeptides containing the Arg-Gly-Asp motif have been synthesised using solid-phase assembly of side-chain-protected linear precursors, followed by solution-phase cyclisation. The replacement of the Asp residue by γ-carboxyglutamic acid (Gla) is a novel feature which gives rise to an analogue which inhibits cell adhesion, yet its congeners do not show activity in binding assays with recombinant integrin receptors. NMR techniques support a β/γ-turn conformation in most of the analogues. The Royal Society of Chemistry 2000.

Enzymatic resolution of Z-γ,γ1-di-tert-butyl-D,L-carboxyglutamic acid methyl ester

Clapes, Pere,Valverde, Isabel,Jaime, Carles,Torres, Josep Lluis

, p. 417 - 418 (2007/10/02)

A rapid and simple method for the resolution of Z-γ,γ1-di-tert-butyl-D,L-carboxyglutamic acid methyl ester is described. The new procedure is based on the enzymatic enantioselective saponification of the methyl ester by the endoprotease papain.

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